(5aR,6R,8aR)-6-[(E,2R,5R)-6-hydroxy-5-(hydroxymethyl)-6-methylhept-3-en-2-yl]-5a-methyl-6,7,8,8a-tetrahydro-5H-cyclopenta[e][1]benzofuran-2-one

C21H30O4 — CID 139587201

IUPAC(5aR,6R,8aR)-6-[(E,2R,5R)-6-hydroxy-5-(hydroxymethyl)-6-methylhept-3-en-2-yl]-5a-methyl-6,7,8,8a-tetrahydro-5H-cyclopenta[e][1]benzofuran-2-one
SMILESC[C@H](/C=C/[C@H](CO)C(C)(C)O)[C@H]1CC[C@H]2C3=CC(=O)OC3=CC[C@]12C
InChIInChI=1S/C21H30O4/c1-13(5-6-14(12-22)20(2,3)24)16-7-8-17-15-11-19(23)25-18(15)9-10-21(16,17)4/h5-6,9,11,13-14,16-17,22,24H,7-8,10,12H2,1-4H3/b6-5+/t13-,14-,16-,17+,21-/m1/s1
InChIKeyXKQHZDGUKFZJCK-PVZDKWSNSA-N
MW346.47 g/mol
LogP3.36
Rot. Bonds5

About (5aR,6R,8aR)-6-[(E,2R,5R)-6-hydroxy-5-(hydroxymethyl)-6-methylhept-3-en-2-yl]-5a-methyl-6,7,8,8a-tetrahydro-5H-cyclopenta[e][1]benzofuran-2-one

(5aR,6R,8aR)-6-[(E,2R,5R)-6-hydroxy-5-(hydroxymethyl)-6-methylhept-3-en-2-yl]-5a-methyl-6,7,8,8a-tetrahydro-5H-cyclopenta[e][1]benzofuran-2-one (PubChem CID 139587201) has the molecular formula C21H30O4 and a molecular weight of 346.47 g/mol. Its IUPAC name is (5aR,6R,8aR)-6-[(E,2R,5R)-6-hydroxy-5-(hydroxymethyl)-6-methylhept-3-en-2-yl]-5a-methyl-6,7,8,8a-tetrahydro-5H-cyclopenta[e][1]benzofuran-2-one.

Molecular Properties

Compound Name(5aR,6R,8aR)-6-[(E,2R,5R)-6-hydroxy-5-(hydroxymethyl)-6-methylhept-3-en-2-yl]-5a-methyl-6,7,8,8a-tetrahydro-5H-cyclopenta[e][1]benzofuran-2-one
PubChem CID139587201
Molecular FormulaC21H30O4
Molecular Weight346.47 g/mol
Exact Mass346.21
IUPAC Name(5aR,6R,8aR)-6-[(E,2R,5R)-6-hydroxy-5-(hydroxymethyl)-6-methylhept-3-en-2-yl]-5a-methyl-6,7,8,8a-tetrahydro-5H-cyclopenta[e][1]benzofuran-2-one
SMILESC[C@H](/C=C/[C@H](CO)C(C)(C)O)[C@H]1CC[C@H]2C3=CC(=O)OC3=CC[C@]12C
InChIInChI=1S/C21H30O4/c1-13(5-6-14(12-22)20(2,3)24)16-7-8-17-15-11-19(23)25-18(15)9-10-21(16,17)4/h5-6,9,11,13-14,16-17,22,24H,7-8,10,12H2,1-4H3/b6-5+/t13-,14-,16-,17+,21-/m1/s1
InChIKeyXKQHZDGUKFZJCK-PVZDKWSNSA-N
XLogP3.36
TPSA66.76 Ų
H-Bond Donors2
H-Bond Acceptors4
Rotatable Bonds5
Heavy Atoms25
Complexity—

Lipinski Rule of Five

Passes Rule of Five

RuleValue
MW ≤ 500346.47
LogP ≤ 53.36
H-Bond Donors ≤ 52
H-Bond Acceptors ≤ 104

Computed Properties (RDKit)

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

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Related Compounds

(3aS,5aR,6R,8aR)-3a-hydroxy-6-[(2R,5R)-6-hydroxy-5-(hydroxymethyl)-6-methylhept-3-en-2-yl]-5a-methyl-4,5,6,7,8,8a-hexahydrocyclopenta[e][1]benzofuran-2-one
CID 139586785
(1R,3aR,7aR)-7a-methyl-1-[(E,2R,5S)-5,6,6-trimethylhept-3-en-2-yl]-2,3,3a,5,6,7-hexahydro-1H-inden-4-one;(1R,3aR,7aR)-1-[(E,2R,5S)-6-hydroxy-5,6-dimethylhept-3-en-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-one
CID 160694280
(5R,9S,10S,13R,14S,17R)-17-[(2R,5S,6S)-7-hydroxy-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-1,2,4,5,6,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
CID 162869687
(5S,9R,10S,13R,14R,17R)-17-[(E,2R,5S,6S)-7-hydroxy-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-1,2,4,5,6,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
CID 50900844
14-(5,6-dimethylhept-3-en-2-yl)-2,15-dimethyl-18-oxatetracyclo[8.7.1.02,7.011,15]octadeca-1(17),9-dien-5-ol
CID 85259762
6-[5,6-dimethyl-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-3-en-2-yl]-3a-hydroxy-5a-methyl-4,5,6,7,8,8a-hexahydrocyclopenta[e][1]benzofuran-2-one
CID 163128474
17-(5-ethyl-6-methylhept-3-en-2-yl)-10,13-dimethyl-2,3,4,5,6,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol
CID 86091041
(1S,5R)-1-[(1E,2R)-1-[(1R,3aS,7aR)-1-[(E,2R,5S)-6-hydroxy-5,6-dimethylhept-3-en-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]-3-hydroxypropan-2-yl]bicyclo[3.1.0]hexan-2-one
CID 58581848
14-[(E)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethylpentacyclo[8.7.0.02,7.05,7.011,15]heptadeca-1(17),9-dien-8-ol
CID 5363271
[(3R,5R,10R,13S,14R,17S)-17-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-5-hydroxy-10,13-dimethyl-1,2,3,4,6,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl] acetate
CID 125036116
(2R,3R,4S,5S,6R)-2-[[(3S,6R,10S,13R,14R,17R)-17-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-6-methoxy-10,13-dimethyl-2,3,4,5,6,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
CID 102195009
(3aS,5aR,6R,8aR)-6-[(E,2R,5R)-5-ethyl-6-methylhept-3-en-2-yl]-3a-methoxy-5a-methyl-4,5,6,7,8,8a-hexahydrocyclopenta[e][1]benzofuran-2-one
CID 14584694

Frequently Asked Questions

What is the IUPAC name of (5aR,6R,8aR)-6-[(E,2R,5R)-6-hydroxy-5-(hydroxymethyl)-6-methylhept-3-en-2-yl]-5a-methyl-6,7,8,8a-tetrahydro-5H-cyclopenta[e][1]benzofuran-2-one?
The IUPAC name of (5aR,6R,8aR)-6-[(E,2R,5R)-6-hydroxy-5-(hydroxymethyl)-6-methylhept-3-en-2-yl]-5a-methyl-6,7,8,8a-tetrahydro-5H-cyclopenta[e][1]benzofuran-2-one (CID 139587201) is (5aR,6R,8aR)-6-[(E,2R,5R)-6-hydroxy-5-(hydroxymethyl)-6-methylhept-3-en-2-yl]-5a-methyl-6,7,8,8a-tetrahydro-5H-cyclopenta[e][1]benzofuran-2-one.
What is the SMILES notation for (5aR,6R,8aR)-6-[(E,2R,5R)-6-hydroxy-5-(hydroxymethyl)-6-methylhept-3-en-2-yl]-5a-methyl-6,7,8,8a-tetrahydro-5H-cyclopenta[e][1]benzofuran-2-one?
The canonical SMILES for (5aR,6R,8aR)-6-[(E,2R,5R)-6-hydroxy-5-(hydroxymethyl)-6-methylhept-3-en-2-yl]-5a-methyl-6,7,8,8a-tetrahydro-5H-cyclopenta[e][1]benzofuran-2-one is C[C@H](/C=C/[C@H](CO)C(C)(C)O)[C@H]1CC[C@H]2C3=CC(=O)OC3=CC[C@]12C.
What is the InChIKey of (5aR,6R,8aR)-6-[(E,2R,5R)-6-hydroxy-5-(hydroxymethyl)-6-methylhept-3-en-2-yl]-5a-methyl-6,7,8,8a-tetrahydro-5H-cyclopenta[e][1]benzofuran-2-one?
The InChIKey is XKQHZDGUKFZJCK-PVZDKWSNSA-N. The full InChI is InChI=1S/C21H30O4/c1-13(5-6-14(12-22)20(2,3)24)16-7-8-17-15-11-19(23)25-18(15)9-10-21(16,17)4/h5-6,9,11,13-14,16-17,22,24H,7-8,10,12H2,1-4H3/b6-5+/t13-,14-,16-,17+,21-/m1/s1.
What are the key properties of (5aR,6R,8aR)-6-[(E,2R,5R)-6-hydroxy-5-(hydroxymethyl)-6-methylhept-3-en-2-yl]-5a-methyl-6,7,8,8a-tetrahydro-5H-cyclopenta[e][1]benzofuran-2-one?
(5aR,6R,8aR)-6-[(E,2R,5R)-6-hydroxy-5-(hydroxymethyl)-6-methylhept-3-en-2-yl]-5a-methyl-6,7,8,8a-tetrahydro-5H-cyclopenta[e][1]benzofuran-2-one has a molecular weight of 346.47 g/mol, XLogP of 3.36, 5 rotatable bonds, 2 hydrogen bond donors, and 4 hydrogen bond acceptors.
Where does this data come from?
All data for (5aR,6R,8aR)-6-[(E,2R,5R)-6-hydroxy-5-(hydroxymethyl)-6-methylhept-3-en-2-yl]-5a-methyl-6,7,8,8a-tetrahydro-5H-cyclopenta[e][1]benzofuran-2-one is sourced from PubChem (CID 139587201), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).