LOTUS: Natural Products Online

Q105184164

Name	Arctigenin
Wikidata	Q105184164
Mol. formula	C21H24O6
CAS registry number	-
Mol. weight	372.4125

Representations

Temporary LOTUS id	LTS0099577
Name	Arctigenin
Canonical SMILES	COc1cc(CC2C(=O)OCC2Cc2ccc(OC)c(OC)c2)ccc1O
2D SMILES	COc1cc(CC2C(=O)OCC2Cc2ccc(OC)c(OC)c2)ccc1O
IUPAC name	4-[(3,4-dimethoxyphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one
InChI	InChI=1S/C21H24O6/c1-24-18-7-5-13(11-20(18)26-3)8-15-12-27-21(23)16(15)9-14-4-6-17(22)19(10-14)25-2/h4-7,10-11,15-16,22H,8-9,12H2,1-3H3
InChIKey	NQWVSMVXKMHKTF-UHFFFAOYSA-N
Deep SMILES	could not be computed
Murcko Framework	O1CC(Cc2ccccc2)C(C1)Cc3ccccc3

Organism taxonomy

Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Plantae	Tracheophyta	Oleaceae	Forsythia	Forsythia intermedia

Kingdom	Family	Genus	Species
Plantae	Oleaceae	Forsythia	Forsythia intermedia

Superkingdom	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Eukaryota	Viridiplantae	Streptophyta	Oleaceae	Forsythia	Forsythia intermedia

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Oleaceae	Forsythia	Forsythia intermedia

Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Plantae	Tracheophyta	Oleaceae	Forsythia	Forsythia intermedia

Ref:

Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Plantae	Tracheophyta	Asteraceae	Arctium	Arctium lappa

Kingdom	Family	Genus	Species
Plantae	Asteraceae	Arctium	Arctium lappa

Family	Genus	Species
Asteraceae	Arctium	Arctium lappa

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Asteraceae	Arctium	Arctium lappa

Superkingdom	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Eukaryota	Viridiplantae	Streptophyta	Asteraceae	Arctium	Arctium lappa

Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Plantae	Tracheophyta	Asteraceae	Arctium	Arctium lappa

Ref:

Kingdom	Family	Genus	Species
Plantae	Oleaceae	Forsythia	Forsythia ovata

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Oleaceae	Forsythia	Forsythia ovata

Superkingdom	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Eukaryota	Viridiplantae	Streptophyta	Oleaceae	Forsythia	Forsythia ovata

Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Plantae	Tracheophyta	Oleaceae	Forsythia	Forsythia ovata

Ref:

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

Superkingdom	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Eukaryota	Viridiplantae	Streptophyta	Asteraceae	Centaurea	Centaurea regia

Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Plantae	Tracheophyta	Asteraceae	Centaurea	Centaurea regia

Ref:

Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Plantae	Tracheophyta	Asteraceae	Arctium	Arctium lappa

Kingdom	Family	Genus	Species
Plantae	Asteraceae	Arctium	Arctium lappa

Family	Genus	Species
Asteraceae	Arctium	Arctium lappa

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Asteraceae	Arctium	Arctium lappa

Superkingdom	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Eukaryota	Viridiplantae	Streptophyta	Asteraceae	Arctium	Arctium lappa

Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Plantae	Tracheophyta	Asteraceae	Arctium	Arctium lappa

Ref:

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Apiaceae	Bupleurum	Bupleurum salicifolium

Superkingdom	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Eukaryota	Viridiplantae	Streptophyta	Apiaceae	Bupleurum	Bupleurum salicifolium

Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Plantae	Tracheophyta	Apiaceae	Bupleurum	Bupleurum salicifolium

Ref:

Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Plantae	Tracheophyta	Oleaceae	Forsythia	Forsythia koreana

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Oleaceae	Forsythia	Forsythia koreana

Superkingdom	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Eukaryota	Viridiplantae	Streptophyta	Oleaceae	Forsythia	Forsythia koreana

Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Plantae	Tracheophyta	Oleaceae	Forsythia	Forsythia koreana

Ref:

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Apocynaceae	Trachelospermum	Trachelospermum axillare

Superkingdom	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Eukaryota	Viridiplantae	Streptophyta	Apocynaceae	Trachelospermum	Trachelospermum axillare

Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Plantae	Tracheophyta	Apocynaceae	Trachelospermum	Trachelospermum axillare

Ref:

Kingdom	Family	Genus	Species
Plantae	Asteraceae	Centaurea	Centaurea dealbata

Superkingdom	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Eukaryota	Viridiplantae	Streptophyta	Asteraceae	Centaurea	Centaurea dealbata
Eukaryota	Viridiplantae	Streptophyta	Asteraceae	Centaurea	Centaurea cineraria

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

Kingdom	Phylum	Family	Genus	Species
Plantae	Tracheophyta	Asteraceae	Psephellus	Psephellus dealbatus
Plantae	Tracheophyta	Asteraceae	Centaurea	Centaurea cineraria
Plantae	Tracheophyta	Asteraceae	Psephellus	Psephellus dealbatus

Ref:

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Thymelaeaceae	Daphne	Daphne feddei

Superkingdom	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Eukaryota	Viridiplantae	Streptophyta	Thymelaeaceae	Daphne	Daphne feddei

Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Plantae	Tracheophyta	Thymelaeaceae	Daphne	Daphne feddei

Ref:

Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Plantae	Tracheophyta	Convolvulaceae	Ipomoea	Ipomoea cairica

Kingdom	Family	Genus	Species
Plantae	Convolvulaceae	Ipomoea	Ipomoea cairica

Superkingdom	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Eukaryota	Viridiplantae	Streptophyta	Convolvulaceae	Ipomoea	Ipomoea cairica

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Convolvulaceae	Ipomoea	Ipomoea cairica

Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Plantae	Tracheophyta	Convolvulaceae	Ipomoea	Ipomoea cairica
Plantae	Tracheophyta	Convolvulaceae	Ipomoea	Ipomoea cairica

Ref:

Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Plantae	Tracheophyta	Asteraceae	Arctium	Arctium lappa

Kingdom	Family	Genus	Species
Plantae	Asteraceae	Arctium	Arctium lappa

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Asteraceae	Arctium	Arctium lappa

Ref:

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Taxaceae	Torreya	Torreya nucifera

Ref:

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Asteraceae	Arctium	Arctium lappa

Ref:

Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Plantae	Tracheophyta	Asteraceae	Saussurea	Saussurea uniflora ex

Ref:

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Asteraceae	Saussurea	Saussurea parviflora

Ref:

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

Ref:

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Asteraceae	Psephellus	Psephellus schischkinii

Ref:

Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Plantae	Tracheophyta	Asteraceae	Centaurea	Centaurea melitensis
Plantae	Tracheophyta	Asteraceae	Centaurea	Centaurea americana

Superkingdom	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Eukaryota	Viridiplantae	Streptophyta	Asteraceae	Centaurea	Centaurea melitensis
Eukaryota	Viridiplantae	Streptophyta	Asteraceae	Plectocephalus	Plectocephalus americanus

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Asteraceae	Centaurea	Centaurea melitensis
Eukaryota	Archaeplastida	Streptophyta	Asteraceae	Plectocephalus	Plectocephalus americanus

Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Plantae	Tracheophyta	Asteraceae	Centaurea	Centaurea melitensis
Plantae	Tracheophyta	Asteraceae	Plectocephalus	Plectocephalus americanus

Ref:

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

Ref:

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Asteraceae	Arctium	Arctium lappa

Ref:

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Apocynaceae	Trachelospermum	Trachelospermum asiaticum

Ref:

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

Ref:

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Cupressaceae	Taiwania	Taiwania cryptomerioides

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	Thymelaeaceae	Wikstroemia	Wikstroemia indica

Ref:

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Asteraceae	Arctium	Arctium lappa

Ref:

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

Ref:

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Oleaceae	Forsythia	Forsythia intermedia

Ref:

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Asteraceae	Saussurea	Saussurea involucrata

Ref:

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Asteraceae	Saussurea	Saussurea salicifolia

Ref:

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Asteraceae	Arctium	Arctium lappa

Ref:

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Asteraceae	Saussurea	Saussurea medusa

Ref:

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

Ref:

Chemical ontology

Pathway	Superclass	Class
Shikimates and Phenylpropanoids	Lignans	Dibenzylbutyrolactone lignans

Molecular Properties

Total atom number	51
Heavy atom number	27
Bond count	29
Number of carbons	21
Minimal number of rings	3
Maximal number of rings	3

Molecular Descriptors

NP-likeness score	1.01
Alogp	3.72
Alogp2	13.83
Apol	57.775
Bpol	34.859
EccentricConnectivityIndexDescriptor	612
FmfDescriptor	0.7037
Fsp3	0.381
FragmentComplexityDescriptor	2107.06
PetitjeanNumber	0.5
LipinskiRuleOf5Failures	0
WienerPathNumber	1981
Xlogp	2.77
ZagrebIndex	138
TopoPSA	74.22