LOTUS: Natural Products Online

Q104252693

Name	(1s,3s,4r,5s)-3-{[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,4,5-trihydroxycyclohexane-1-carboxylic acid
Wikidata	Q104252693
Mol. formula	C16H18O9
CAS registry number	-
Mol. weight	354.3094

Representations

Temporary LOTUS id	LTS0154386
Name	(1s,3s,4r,5s)-3-{[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,4,5-trihydroxycyclohexane-1-carboxylic acid
Canonical SMILES	O=C(/C=C/c1ccc(O)c(O)c1)O[C@H]1C[C@](O)(C(=O)O)C[C@H](O)[C@H]1O
2D SMILES	O=C(C=Cc1ccc(O)c(O)c1)OC1CC(O)(C(=O)O)CC(O)C1O
IUPAC name	(1S,3S,4R,5S)-3-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,4,5-trihydroxycyclohexane-1-carboxylic acid
InChI	InChI=1S/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(20)25-12-7-16(24,15(22)23)6-11(19)14(12)21/h1-5,11-12,14,17-19,21,24H,6-7H2,(H,22,23)/b4-2+/t11-,12-,14+,16-/m0/s1
InChIKey	CWVRJTMFETXNAD-PNQZTZQXSA-N
Deep SMILES	could not be computed
Murcko Framework	O(CC=Cc1ccccc1)C2CCCCC2

Organism taxonomy

Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Plantae	Tracheophyta	Bignoniaceae	Macfadyena	Macfadyena unguis-cati

Kingdom	Family	Genus	Species
Plantae	Bignoniaceae	Dolichandra	Dolichandra unguis-cati

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Bignoniaceae	Dolichandra	Dolichandra unguis-cati

Superkingdom	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Eukaryota	Viridiplantae	Streptophyta	Bignoniaceae	Dolichandra	Dolichandra unguis-cati

Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Plantae	Tracheophyta	Bignoniaceae	Dolichandra	Dolichandra unguis-cati

Ref:

Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Plantae	Tracheophyta	Asteraceae	Sonchus	Sonchus asper

Kingdom	Family	Genus	Species
Plantae	Asteraceae	Sonchus	Sonchus asper

Family	Genus	Species
Asteraceae	Sonchus	Sonchus asper

Superkingdom	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Eukaryota	Viridiplantae	Streptophyta	Asteraceae	Sonchus	Sonchus asper
Eukaryota	Viridiplantae	Streptophyta	Asteraceae	Sonchus	Sonchus maritimus

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Asteraceae	Sonchus	Sonchus asper
Eukaryota	Archaeplastida	Streptophyta	Asteraceae	Sonchus	Sonchus maritimus

Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Plantae	Tracheophyta	Asteraceae	Sonchus	Sonchus asper
Plantae	Tracheophyta	Asteraceae	Sonchus	Sonchus maritimus

Ref:

Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Plantae	Tracheophyta	Ericaceae	Calluna	Calluna vulgaris

Kingdom	Family	Genus	Species
Plantae	Ericaceae	Calluna	Calluna vulgaris

Family	Genus	Species
Ericaceae	Calluna	Calluna vulgaris

Superkingdom	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Eukaryota	Viridiplantae	Streptophyta	Ericaceae	Calluna	Calluna vulgaris

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Ericaceae	Calluna	Calluna vulgaris

Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Plantae	Tracheophyta	Ericaceae	Calluna	Calluna vulgaris

Ref:

Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Plantae	Tracheophyta	Asteraceae	Chondrilla	Chondrilla juncea

Kingdom	Family	Genus	Species
Plantae	Asteraceae	Chondrilla	Chondrilla juncea

Family	Genus	Species
Asteraceae	Chondrilla	Chondrilla juncea

Superkingdom	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Eukaryota	Viridiplantae	Streptophyta	Asteraceae	Chondrilla	Chondrilla juncea

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Asteraceae	Chondrilla	Chondrilla juncea

Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Plantae	Tracheophyta	Asteraceae	Chondrilla	Chondrilla juncea

Ref:

Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Plantae	Tracheophyta	Lythraceae	Lythrum	Lythrum salicaria

Kingdom	Family	Genus	Species
Plantae	Lythraceae	Lythrum	Lythrum salicaria

Family	Genus	Species
Lythraceae	Lythrum	Lythrum salicaria

Superkingdom	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Eukaryota	Viridiplantae	Streptophyta	Lythraceae	Lythrum	Lythrum salicaria

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Lythraceae	Lythrum	Lythrum salicaria

Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Plantae	Tracheophyta	Lythraceae	Lythrum	Lythrum salicaria

Ref:

Kingdom	Family	Genus	Species
Plantae	Asteraceae	Symphyotrichum	Symphyotrichum salignum

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Asteraceae	Aster	Aster salignus
Eukaryota	Archaeplastida	Streptophyta	Asteraceae	Symphyotrichum	Symphyotrichum salignum

Superkingdom	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Eukaryota	Viridiplantae	Streptophyta	Asteraceae	Symphyotrichum	Symphyotrichum salignum

Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Plantae	Tracheophyta	Asteraceae	Aster	Aster salignus
Plantae	Tracheophyta	Asteraceae	Symphyotrichum	Symphyotrichum salignum

Ref:

Superkingdom	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Eukaryota	Viridiplantae	Streptophyta	Caprifoliaceae	Lonicera	Lonicera bournei

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Caprifoliaceae	Lonicera	Lonicera bournei

Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Plantae	Tracheophyta	Caprifoliaceae	Lonicera	Lonicera bournei

Ref:

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Asteraceae	Achyrocline	Achyrocline alata

Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Plantae	Tracheophyta	Asteraceae	Achyrocline	Achyrocline alata

Ref:

Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Plantae	Tracheophyta	Asteraceae	Scolymus	Scolymus hispanicus

Kingdom	Family	Genus	Species
Plantae	Asteraceae	Scolymus	Scolymus hispanicus

Superkingdom	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Eukaryota	Viridiplantae	Streptophyta	Asteraceae	Scolymus	Scolymus hispanicus

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Asteraceae	Scolymus	Scolymus hispanicus

Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Plantae	Tracheophyta	Asteraceae	Scolymus	Scolymus hispanicus

Ref:

Kingdom	Phylum	Family	Genus	Species
Plantae	Tracheophyta	Asteraceae	Helminthotheca	Helminthotheca echioides
Plantae	Tracheophyta	Asteraceae	Leontodon	Leontodon taraxacoides
Plantae	Tracheophyta	Asteraceae	Urospermum	Urospermum dalechampii
Plantae	Tracheophyta	Asteraceae	Picris	Picris echioides
Plantae	Tracheophyta	Asteraceae	Urospermum	Urospermum picroides
Plantae	Tracheophyta	Asteraceae	Taraxacum

Kingdom	Family	Genus	Species
Plantae	Asteraceae	Taraxacum	Taraxacum officinale
Plantae	Asteraceae	Leontodon	Leontodon saxatilis
Plantae	Asteraceae	Helminthotheca	Helminthotheca echioides
Plantae	Asteraceae	Urospermum	Urospermum picroides

Family	Genus	Species
Asteraceae	Helminthotheca	Helminthotheca echioides
Asteraceae	Leontodon	Leontodon saxatilis

Superkingdom	Kingdom	Phylum	Family	Genus	Species
Eukaryota	Viridiplantae	Streptophyta	Asteraceae	Urospermum	Urospermum picroides
Eukaryota	Viridiplantae	Streptophyta	Asteraceae	Urospermum	Urospermum dalechampii
Eukaryota	Viridiplantae	Streptophyta	Asteraceae	Leontodon	Leontodon saxatilis
Eukaryota	Viridiplantae	Streptophyta	Asteraceae	Helminthotheca	Helminthotheca echioides
Eukaryota	Viridiplantae	Streptophyta	Asteraceae	Leontodon	Leontodon taraxacoides

Domain	Kingdom	Phylum	Family	Genus	Species
Eukaryota	Archaeplastida	Streptophyta	Asteraceae	Urospermum	Urospermum dalechampii
Eukaryota	Archaeplastida	Streptophyta	Asteraceae	Urospermum	Urospermum picroides
Eukaryota	Archaeplastida	Streptophyta	Asteraceae	Leontodon	Leontodon taraxacoides
Eukaryota	Archaeplastida	Streptophyta	Asteraceae	Helminthotheca	Helminthotheca echioides
Eukaryota	Archaeplastida	Streptophyta	Asteraceae	Leontodon	Leontodon saxatilis

Kingdom	Phylum	Family	Genus	Species
Plantae	Tracheophyta	Asteraceae	Urospermum	Urospermum picroides
Plantae	Tracheophyta	Asteraceae	Leontodon	Leontodon taraxacoides
Plantae	Tracheophyta	Asteraceae	Hypochoeris	Hypochoeris radicata
Plantae	Tracheophyta	Asteraceae	Taraxacum	Taraxacum campylodes
Plantae	Tracheophyta	Asteraceae	Urospermum	Urospermum dalechampii
Plantae	Tracheophyta	Asteraceae	Helminthotheca	Helminthotheca echioides
Plantae	Tracheophyta	Asteraceae	Leontodon	Leontodon saxatilis

Ref:

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Asteraceae	Urospermum	Urospermum picroides

Ref:

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Asteraceae	Cynara	Cynara humilis

Ref:

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Hypericaceae	Hypericum	Hypericum ternum

Ref:

Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Plantae	Tracheophyta	Asteraceae	Reichardia	Reichardia picroides
Plantae	Tracheophyta	Asteraceae	Reichardia	Reichardia tingitana

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Asteraceae	Reichardia	Reichardia picroides
Eukaryota	Archaeplastida	Streptophyta	Asteraceae	Reichardia	Reichardia tingitana

Superkingdom	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Eukaryota	Viridiplantae	Streptophyta	Asteraceae	Reichardia	Reichardia tingitana
Eukaryota	Viridiplantae	Streptophyta	Asteraceae	Reichardia	Reichardia picroides

Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Plantae	Tracheophyta	Asteraceae	Reichardia	Reichardia picroides
Plantae	Tracheophyta	Asteraceae	Reichardia	Reichardia tingitana

Ref:

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Asteraceae	Achyrocline	Achyrocline flaccida

Ref:

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Rubiaceae	Coffea	Coffea arabica

Ref:

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Asteraceae	Centaurea	Centaurea deflexa

Ref:

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Asteraceae	Helianthus	Helianthus annuus
Eukaryota	Archaeplastida	Streptophyta	Asteraceae	Ambrosia	Ambrosia artemisiifolia

Superkingdom	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Eukaryota	Viridiplantae	Streptophyta	Asteraceae	Helianthus	Helianthus annuus
Eukaryota	Viridiplantae	Streptophyta	Asteraceae	Ambrosia	Ambrosia artemisiifolia

Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Plantae	Tracheophyta	Asteraceae	Helianthus	Helianthus annuus
Plantae	Tracheophyta	Asteraceae	Ambrosia	Ambrosia artemisiifolia

Ref:

Domain	Kingdom	Phylum	Family	Genus	Species
Eukaryota	Archaeplastida	Streptophyta	Asteraceae	Achyrocline	Achyrocline satureioides
Eukaryota	Archaeplastida	Streptophyta	Asteraceae	Achyrocline	Achyrocline tomentosa
Eukaryota	Archaeplastida	Streptophyta	Asteraceae	Achyrocline	Achyrocline alata
Eukaryota	Archaeplastida	Streptophyta	Asteraceae	Achyrocline	Achyrocline flaccida

Superkingdom	Kingdom	Phylum	Family	Genus	Species
Eukaryota	Viridiplantae	Streptophyta	Asteraceae	Achyrocline	Achyrocline alata
Eukaryota	Viridiplantae	Streptophyta	Asteraceae	Achyrocline	Achyrocline satureioides
Eukaryota	Viridiplantae	Streptophyta	Asteraceae	Achyrocline	Achyrocline flaccida
Eukaryota	Viridiplantae	Streptophyta	Asteraceae	Achyrocline	Achyrocline tomentosa

Kingdom	Phylum	Family	Genus	Species
Plantae	Tracheophyta	Asteraceae	Achyrocline	Achyrocline tomentosa
Plantae	Tracheophyta	Asteraceae	Achyrocline	Achyrocline satureioides
Plantae	Tracheophyta	Asteraceae	Achyrocline	Achyrocline alata
Plantae	Tracheophyta	Asteraceae	Achyrocline	Achyrocline flaccida

Ref:

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Araliaceae	Cussonia	Cussonia arborea

Ref:

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Asteraceae	Baccharis	Baccharis ochracea

Ref:

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Asteraceae	Centaurea	Centaurea cyanus

Ref:

Chemical ontology

Pathway	Superclass	Class
Shikimates and Phenylpropanoids	Phenylpropanoids (C6-C3)	Cinnamic acids and derivatives

Molecular Properties

Total atom number	43
Heavy atom number	25
Bond count	26
Number of carbons	16
Minimal number of rings	2
Maximal number of rings	2

Molecular Descriptors

NP-likeness score	1.51
Alogp	-0.42
Alogp2	0.17
Apol	47.3803
Bpol	23.5097
EccentricConnectivityIndexDescriptor	533
FmfDescriptor	0.64
Fsp3	0.375
FragmentComplexityDescriptor	1336.09
PetitjeanNumber	0.4615
LipinskiRuleOf5Failures	1
WienerPathNumber	1646
Xlogp	-0.33
ZagrebIndex	128
TopoPSA	164.75

Kingdom	Superclass	Class	Direct Parent
Organic compounds	Organic oxygen compounds	Organooxygen compounds	Quinic acids and derivatives