(3aR,5aR,8aR,9R,9aS)-9-hydroxy-1-(methoxymethyl)-5,8-dimethylidene-3a,4,5a,6,7,8a,9,9a-octahydro-1H-azuleno[6,5-b]furan-2-one

C16H22O4 — CID 15857816

IUPAC(3aR,5aR,8aR,9R,9aS)-9-hydroxy-1-(methoxymethyl)-5,8-dimethylidene-3a,4,5a,6,7,8a,9,9a-octahydro-1H-azuleno[6,5-b]furan-2-one
SMILESC=C1CC[C@H]2C(=C)C[C@H]3OC(=O)C(COC)[C@H]3[C@H](O)[C@@H]12
InChIInChI=1S/C16H22O4/c1-8-4-5-10-9(2)6-12-14(15(17)13(8)10)11(7-19-3)16(18)20-12/h10-15,17H,1-2,4-7H2,3H3/t10-,11?,12+,13-,14+,15+/m0/s1
InChIKeyZVFKPLSEFMPUGG-RODDURHISA-N
MW278.35 g/mol
LogP1.69
Rot. Bonds2

About (3aR,5aR,8aR,9R,9aS)-9-hydroxy-1-(methoxymethyl)-5,8-dimethylidene-3a,4,5a,6,7,8a,9,9a-octahydro-1H-azuleno[6,5-b]furan-2-one

(3aR,5aR,8aR,9R,9aS)-9-hydroxy-1-(methoxymethyl)-5,8-dimethylidene-3a,4,5a,6,7,8a,9,9a-octahydro-1H-azuleno[6,5-b]furan-2-one (PubChem CID 15857816) has the molecular formula C16H22O4 and a molecular weight of 278.35 g/mol. Its IUPAC name is (3aR,5aR,8aR,9R,9aS)-9-hydroxy-1-(methoxymethyl)-5,8-dimethylidene-3a,4,5a,6,7,8a,9,9a-octahydro-1H-azuleno[6,5-b]furan-2-one.

Molecular Properties

Compound Name(3aR,5aR,8aR,9R,9aS)-9-hydroxy-1-(methoxymethyl)-5,8-dimethylidene-3a,4,5a,6,7,8a,9,9a-octahydro-1H-azuleno[6,5-b]furan-2-one
PubChem CID15857816
Molecular FormulaC16H22O4
Molecular Weight278.35 g/mol
Exact Mass278.15
IUPAC Name(3aR,5aR,8aR,9R,9aS)-9-hydroxy-1-(methoxymethyl)-5,8-dimethylidene-3a,4,5a,6,7,8a,9,9a-octahydro-1H-azuleno[6,5-b]furan-2-one
SMILESC=C1CC[C@H]2C(=C)C[C@H]3OC(=O)C(COC)[C@H]3[C@H](O)[C@@H]12
InChIInChI=1S/C16H22O4/c1-8-4-5-10-9(2)6-12-14(15(17)13(8)10)11(7-19-3)16(18)20-12/h10-15,17H,1-2,4-7H2,3H3/t10-,11?,12+,13-,14+,15+/m0/s1
InChIKeyZVFKPLSEFMPUGG-RODDURHISA-N
XLogP1.69
TPSA55.76 Ų
H-Bond Donors1
H-Bond Acceptors4
Rotatable Bonds2
Heavy Atoms20
Complexity—

Lipinski Rule of Five

Passes Rule of Five

RuleValue
MW ≤ 500278.35
LogP ≤ 51.69
H-Bond Donors ≤ 51
H-Bond Acceptors ≤ 104

Computed Properties (RDKit)

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

Analyze (3aR,5aR,8aR,9R,9aS)-9-hydroxy-1-(methoxymethyl)-5,8-dimethylidene-3a,4,5a,6,7,8a,9,9a-octahydro-1H-azuleno[6,5-b]furan-2-one with MolForge

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Related Compounds

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CID 119093
(3aR,4S,6aR,9S,9aR,9bR)-Octahydro-4-hydroxy-9-methyl-3,6-bis(methylene)azuleno(4,5-b)furan-2,8(3H,4H)-dione
CID 442256
Coronopilin
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Isoamberboin
CID 14589063
Dehydrocyanaropicrin
CID 71437252
Saupirin
CID 181128
Aguerin B
CID 155102
4-Hydroxy-9-methyl-3,6-dimethylidene-3a,4,5,6a,7,9,9a,9b-octahydroazuleno[4,5-b]furan-2,8-dione
CID 99967
Carpesiolin
CID 10015663
Coronopolin
CID 457959
Octahydro-3-hydroxy-3-(hydroxymethyl)-9-methyl-6-methyleneazuleno(4,5-b)furan-2,8(3H,4H)-dione
CID 5260103
Absindiol
CID 131751394

Frequently Asked Questions

What is the IUPAC name of (3aR,5aR,8aR,9R,9aS)-9-hydroxy-1-(methoxymethyl)-5,8-dimethylidene-3a,4,5a,6,7,8a,9,9a-octahydro-1H-azuleno[6,5-b]furan-2-one?
The IUPAC name of (3aR,5aR,8aR,9R,9aS)-9-hydroxy-1-(methoxymethyl)-5,8-dimethylidene-3a,4,5a,6,7,8a,9,9a-octahydro-1H-azuleno[6,5-b]furan-2-one (CID 15857816) is (3aR,5aR,8aR,9R,9aS)-9-hydroxy-1-(methoxymethyl)-5,8-dimethylidene-3a,4,5a,6,7,8a,9,9a-octahydro-1H-azuleno[6,5-b]furan-2-one.
What is the SMILES notation for (3aR,5aR,8aR,9R,9aS)-9-hydroxy-1-(methoxymethyl)-5,8-dimethylidene-3a,4,5a,6,7,8a,9,9a-octahydro-1H-azuleno[6,5-b]furan-2-one?
The canonical SMILES for (3aR,5aR,8aR,9R,9aS)-9-hydroxy-1-(methoxymethyl)-5,8-dimethylidene-3a,4,5a,6,7,8a,9,9a-octahydro-1H-azuleno[6,5-b]furan-2-one is C=C1CC[C@H]2C(=C)C[C@H]3OC(=O)C(COC)[C@H]3[C@H](O)[C@@H]12.
What is the InChIKey of (3aR,5aR,8aR,9R,9aS)-9-hydroxy-1-(methoxymethyl)-5,8-dimethylidene-3a,4,5a,6,7,8a,9,9a-octahydro-1H-azuleno[6,5-b]furan-2-one?
The InChIKey is ZVFKPLSEFMPUGG-RODDURHISA-N. The full InChI is InChI=1S/C16H22O4/c1-8-4-5-10-9(2)6-12-14(15(17)13(8)10)11(7-19-3)16(18)20-12/h10-15,17H,1-2,4-7H2,3H3/t10-,11?,12+,13-,14+,15+/m0/s1.
What are the key properties of (3aR,5aR,8aR,9R,9aS)-9-hydroxy-1-(methoxymethyl)-5,8-dimethylidene-3a,4,5a,6,7,8a,9,9a-octahydro-1H-azuleno[6,5-b]furan-2-one?
(3aR,5aR,8aR,9R,9aS)-9-hydroxy-1-(methoxymethyl)-5,8-dimethylidene-3a,4,5a,6,7,8a,9,9a-octahydro-1H-azuleno[6,5-b]furan-2-one has a molecular weight of 278.35 g/mol, XLogP of 1.69, 2 rotatable bonds, 1 hydrogen bond donors, and 4 hydrogen bond acceptors.
Where does this data come from?
All data for (3aR,5aR,8aR,9R,9aS)-9-hydroxy-1-(methoxymethyl)-5,8-dimethylidene-3a,4,5a,6,7,8a,9,9a-octahydro-1H-azuleno[6,5-b]furan-2-one is sourced from PubChem (CID 15857816), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).