(3R,3aR,6aR,8S,9aR,9bR)-3,8-dihydroxy-3-methyl-6,9-dimethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one

C15H20O4 — CID 14589082

IUPAC(3R,3aR,6aR,8S,9aR,9bR)-3,8-dihydroxy-3-methyl-6,9-dimethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one
SMILESC=C1[C@@H]2[C@H]3OC(=O)[C@](C)(O)[C@@H]3CCC(=C)[C@@H]2C[C@@H]1O
InChIInChI=1S/C15H20O4/c1-7-4-5-10-13(19-14(17)15(10,3)18)12-8(2)11(16)6-9(7)12/h9-13,16,18H,1-2,4-6H2,3H3/t9-,10+,11-,12-,13-,15+/m0/s1
InChIKeyPDGAQYSSZSIVSF-IROTVPAZSA-N
MW264.32 g/mol
LogP1.18
Rot. Bonds

About (3R,3aR,6aR,8S,9aR,9bR)-3,8-dihydroxy-3-methyl-6,9-dimethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one

(3R,3aR,6aR,8S,9aR,9bR)-3,8-dihydroxy-3-methyl-6,9-dimethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one (PubChem CID 14589082) has the molecular formula C15H20O4 and a molecular weight of 264.32 g/mol. Its IUPAC name is (3R,3aR,6aR,8S,9aR,9bR)-3,8-dihydroxy-3-methyl-6,9-dimethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one.

Molecular Properties

Compound Name(3R,3aR,6aR,8S,9aR,9bR)-3,8-dihydroxy-3-methyl-6,9-dimethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one
PubChem CID14589082
Molecular FormulaC15H20O4
Molecular Weight264.32 g/mol
Exact Mass264.14
IUPAC Name(3R,3aR,6aR,8S,9aR,9bR)-3,8-dihydroxy-3-methyl-6,9-dimethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one
SMILESC=C1[C@@H]2[C@H]3OC(=O)[C@](C)(O)[C@@H]3CCC(=C)[C@@H]2C[C@@H]1O
InChIInChI=1S/C15H20O4/c1-7-4-5-10-13(19-14(17)15(10,3)18)12-8(2)11(16)6-9(7)12/h9-13,16,18H,1-2,4-6H2,3H3/t9-,10+,11-,12-,13-,15+/m0/s1
InChIKeyPDGAQYSSZSIVSF-IROTVPAZSA-N
XLogP1.18
TPSA66.76 Ų
H-Bond Donors2
H-Bond Acceptors4
Rotatable Bonds
Heavy Atoms19
Complexity—

Lipinski Rule of Five

Passes Rule of Five

RuleValue
MW ≤ 500264.32
LogP ≤ 51.18
H-Bond Donors ≤ 52
H-Bond Acceptors ≤ 104

Computed Properties (RDKit)

Structural Alerts{'alert_name': 'isolated_alkene', 'substructure': 'N/A'}

Analyze (3R,3aR,6aR,8S,9aR,9bR)-3,8-dihydroxy-3-methyl-6,9-dimethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one with MolForge

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Related Compounds

(3aR,4R,6aR,8S,9aR,9bR)-4,8-dihydroxy-3,6,9-trimethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one
CID 184984
Zaluzanin C
CID 72646
Cynaratriol
CID 14138149
Aguerin B
CID 155102
8-Hydroxy-3,6,9-trimethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one
CID 425954
Isozaluzanin C
CID 470970
Octahydro-3-hydroxy-3-(hydroxymethyl)-9-methyl-6-methyleneazuleno(4,5-b)furan-2,8(3H,4H)-dione
CID 5260103
Absindiol
CID 131751394
Solstitialin deriv 4704
CID 434576
[(3aR,4S,6aR,8S,9aR,9bR)-8-hydroxy-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] 3-hydroxy-3-methylbutanoate
CID 24862586
Desacylcynaropicrin
CID 13943205
Isolipidiol
CID 14589530

Frequently Asked Questions

What is the IUPAC name of (3R,3aR,6aR,8S,9aR,9bR)-3,8-dihydroxy-3-methyl-6,9-dimethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one?
The IUPAC name of (3R,3aR,6aR,8S,9aR,9bR)-3,8-dihydroxy-3-methyl-6,9-dimethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one (CID 14589082) is (3R,3aR,6aR,8S,9aR,9bR)-3,8-dihydroxy-3-methyl-6,9-dimethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one.
What is the SMILES notation for (3R,3aR,6aR,8S,9aR,9bR)-3,8-dihydroxy-3-methyl-6,9-dimethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one?
The canonical SMILES for (3R,3aR,6aR,8S,9aR,9bR)-3,8-dihydroxy-3-methyl-6,9-dimethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one is C=C1[C@@H]2[C@H]3OC(=O)[C@](C)(O)[C@@H]3CCC(=C)[C@@H]2C[C@@H]1O.
What is the InChIKey of (3R,3aR,6aR,8S,9aR,9bR)-3,8-dihydroxy-3-methyl-6,9-dimethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one?
The InChIKey is PDGAQYSSZSIVSF-IROTVPAZSA-N. The full InChI is InChI=1S/C15H20O4/c1-7-4-5-10-13(19-14(17)15(10,3)18)12-8(2)11(16)6-9(7)12/h9-13,16,18H,1-2,4-6H2,3H3/t9-,10+,11-,12-,13-,15+/m0/s1.
What are the key properties of (3R,3aR,6aR,8S,9aR,9bR)-3,8-dihydroxy-3-methyl-6,9-dimethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one?
(3R,3aR,6aR,8S,9aR,9bR)-3,8-dihydroxy-3-methyl-6,9-dimethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one has a molecular weight of 264.32 g/mol, XLogP of 1.18, 0 rotatable bonds, 2 hydrogen bond donors, and 4 hydrogen bond acceptors.
Where does this data come from?
All data for (3R,3aR,6aR,8S,9aR,9bR)-3,8-dihydroxy-3-methyl-6,9-dimethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one is sourced from PubChem (CID 14589082), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).