LOTUS: Natural Products Online

Q27108245

Name	Saupirin
Wikidata	Q27108245
Mol. formula	C19H22O6
CAS registry number	-
Mol. weight	346.3751

Representations

Temporary LOTUS id	LTS0201557
Name	Saupirin
Canonical SMILES	C=C(CO)C(=O)OC1CC(=C)C2CC(O)C(=C)C2C2OC(=O)C(=C)C12
2D SMILES	C=C(CO)C(=O)OC1CC(=C)C2CC(O)C(=C)C2C2OC(=O)C(=C)C12
IUPAC name	8-hydroxy-3,6,9-trimethylidene-2-oxo-dodecahydroazuleno[4,5-b]furan-4-yl 2-(hydroxymethyl)prop-2-enoate
InChI	InChI=1S/C19H22O6/c1-8-5-14(24-18(22)9(2)7-20)16-11(4)19(23)25-17(16)15-10(3)13(21)6-12(8)15/h12-17,20-21H,1-7H2
InChIKey	KHSCYOFDKADJDJ-UHFFFAOYSA-N
Deep SMILES	could not be computed
Murcko Framework	O1CCC2CCCC3CCCC3C12

Organism taxonomy

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

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

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

Ref:

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

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

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

Ref:

Kingdom	Family	Genus	Species
Plantae	Asteraceae	Saussurea	Saussurea costus

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

Superkingdom	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Eukaryota	Viridiplantae	Streptophyta	Asteraceae	Saussurea	Saussurea costus

Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Plantae	Tracheophyta	Asteraceae	Aucklandia	Aucklandia costus
Plantae	Tracheophyta	Asteraceae	Saussurea	Aucklandia lappa

Ref:

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

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

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

Ref:

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

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

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

Ref:

Superkingdom	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Eukaryota	Viridiplantae	Streptophyta	Asteraceae	Pleiotaxis	Pleiotaxis rugosa

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Asteraceae	Pleiotaxis	Pleiotaxis rugosa

Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Plantae	Tracheophyta	Asteraceae	Pleiotaxis	Pleiotaxis rugosa

Ref:

Superkingdom	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Eukaryota	Viridiplantae	Streptophyta	Asteraceae	Psephellus	Psephellus bellus

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

Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Plantae	Tracheophyta	Asteraceae	Psephellus	Psephellus bellis
Plantae	Tracheophyta	Asteraceae	Psephellus	Psephellus simplicicaulis

Ref:

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

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

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

Ref:

Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Plantae	Tracheophyta	Asteraceae	Cynara	Cynara cardunculus

Kingdom	Family	Genus	Species
Plantae	Asteraceae	Cynara	Cynara cardunculus

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

Superkingdom	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Eukaryota	Viridiplantae	Streptophyta	Asteraceae	Cynara	Cynara cardunculus

Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Plantae	Tracheophyta	Asteraceae	Cynara	Cynara cardunculus

Ref:

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

Superkingdom	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Eukaryota	Viridiplantae	Streptophyta	Asteraceae	Saussurea	Saussurea neopulchella
Eukaryota	Viridiplantae	Streptophyta	Asteraceae	Saussurea	Saussurea neoserrata

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

Ref:

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Asteraceae	Tricholepis	Tricholepis glaberrima

Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Plantae	Tracheophyta	Asteraceae	Tricholepis	Tricholepis glaberrima

Ref:

Kingdom	Family	Genus	Species
Plantae	Asteraceae	Centaurea	Centaurea macrocephala

Family	Genus	Species
Asteraceae	Centaurea	Centaurea macrocephala

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

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

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

Ref:

Kingdom	Family	Genus	Species
Plantae	Asteraceae	Saussurea	Saussurea costus

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

Superkingdom	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Eukaryota	Viridiplantae	Streptophyta	Asteraceae	Saussurea	Saussurea costus

Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Plantae	Tracheophyta	Asteraceae	Saussurea	Aucklandia lappa
Plantae	Tracheophyta	Asteraceae	Aucklandia	Aucklandia costus

Ref:

Superkingdom	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Eukaryota	Viridiplantae	Streptophyta	Asteraceae	Cheirolophus	Cheirolophus canariensis

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Asteraceae	Cheirolophus	Cheirolophus canariensis

Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Plantae	Tracheophyta	Asteraceae	Cheirolophus	Cheirolophus canariensis
Plantae	Tracheophyta	Asteraceae	Centaurea	Centaurea cana

Ref:

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

Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Plantae	Tracheophyta	Asteraceae	Centaurea	Centaurea solstitialis
Plantae	Tracheophyta	Asteraceae	Achillea	Achillea barrelieri

Ref:

Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Plantae	Tracheophyta	Asteraceae	Achillea	Achillea barrelieri

Ref:

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Asteraceae	Himalaiella	Himalaiella deltoidea

Ref:

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

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	Cousinia	Cousinia piptocephala

Ref:

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

Ref:

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Asteraceae	Rhaponticum	Rhaponticum serratuloides

Ref:

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Asteraceae	Artemisia	Artemisia xerophytica

Ref:

Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Plantae	Tracheophyta	Asteraceae	Hemistepta	Hemistepta lyrata
Plantae	Tracheophyta	Asteraceae	Saussurea	Hemistepta lyrata

Ref:

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

Ref:

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Asteraceae	Rhaponticum	Rhaponticum repens

Ref:

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

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	Volutaria	Volutaria crupinoides

Ref:

Domain	Kingdom	Phylum	Family	Genus	Species	Link to taxonomy	Link to Wikidata
Eukaryota	Archaeplastida	Streptophyta	Asteraceae	Brachylaena	Brachylaena huillensis
Eukaryota	Archaeplastida	Streptophyta	Asteraceae	Brachylaena	Brachylaena perrieri

Kingdom	Phylum	Family	Genus	Species	Link to taxonomy
Plantae	Tracheophyta	Asteraceae	Brachylaena	Brachylaena huillensis
Plantae	Tracheophyta	Asteraceae	Brachylaena	Brachylaena perrieri

Ref:

Chemical ontology

Pathway	Superclass	Class
Terpenoids	Sesquiterpenoids	Guaiane sesquiterpenoids

Molecular Properties

Total atom number	47
Heavy atom number	25
Bond count	27
Number of carbons	19
Minimal number of rings	3
Maximal number of rings	6

Molecular Descriptors

NP-likeness score	0.97
Alogp	1.38
Alogp2	1.91
Apol	52.9214
Bpol	29.7986
EccentricConnectivityIndexDescriptor	435
FmfDescriptor	0.52
Fsp3	0.4737
FragmentComplexityDescriptor	1801.06
PetitjeanNumber	0.4545
LipinskiRuleOf5Failures	0
WienerPathNumber	1331
Xlogp	-0.222
ZagrebIndex	136
TopoPSA	93.06

Kingdom	Superclass	Class	Direct Parent
Organic compounds	Lipids and lipid-like molecules	Prenol lipids	Guaianolides and derivatives