(3E,4S)-4-hydroxy-3-[2-[(2R,4R,8S,10S)-4-hydroxy-2-(hydroxymethyl)-8-methyl-11-methylidene-10-bicyclo[6.5.0]tridecanyl]ethylidene]oxolan-2-one

C22H34O5 — CID 163442794

IUPAC(3E,4S)-4-hydroxy-3-[2-[(2R,4R,8S,10S)-4-hydroxy-2-(hydroxymethyl)-8-methyl-11-methylidene-10-bicyclo[6.5.0]tridecanyl]ethylidene]oxolan-2-one
SMILESC=C1CCC2[C@H](CO)C[C@H](O)CCC[C@@]2(C)C[C@@H]1C/C=C1/C(=O)OC[C@H]1O
InChIInChI=1S/C22H34O5/c1-14-5-8-19-16(12-23)10-17(24)4-3-9-22(19,2)11-15(14)6-7-18-20(25)13-27-21(18)26/h7,15-17,19-20,23-25H,1,3-6,8-13H2,2H3/b18-7+/t15-,16-,17+,19?,20+,22-/m0/s1
InChIKeyAZYKWURUVZBOIW-NAMGGYJWSA-N
MW378.51 g/mol
LogP2.74
Rot. Bonds3

About (3E,4S)-4-hydroxy-3-[2-[(2R,4R,8S,10S)-4-hydroxy-2-(hydroxymethyl)-8-methyl-11-methylidene-10-bicyclo[6.5.0]tridecanyl]ethylidene]oxolan-2-one

(3E,4S)-4-hydroxy-3-[2-[(2R,4R,8S,10S)-4-hydroxy-2-(hydroxymethyl)-8-methyl-11-methylidene-10-bicyclo[6.5.0]tridecanyl]ethylidene]oxolan-2-one (PubChem CID 163442794) has the molecular formula C22H34O5 and a molecular weight of 378.51 g/mol. Its IUPAC name is (3E,4S)-4-hydroxy-3-[2-[(2R,4R,8S,10S)-4-hydroxy-2-(hydroxymethyl)-8-methyl-11-methylidene-10-bicyclo[6.5.0]tridecanyl]ethylidene]oxolan-2-one.

Molecular Properties

Compound Name(3E,4S)-4-hydroxy-3-[2-[(2R,4R,8S,10S)-4-hydroxy-2-(hydroxymethyl)-8-methyl-11-methylidene-10-bicyclo[6.5.0]tridecanyl]ethylidene]oxolan-2-one
PubChem CID163442794
Molecular FormulaC22H34O5
Molecular Weight378.51 g/mol
Exact Mass378.24
IUPAC Name(3E,4S)-4-hydroxy-3-[2-[(2R,4R,8S,10S)-4-hydroxy-2-(hydroxymethyl)-8-methyl-11-methylidene-10-bicyclo[6.5.0]tridecanyl]ethylidene]oxolan-2-one
SMILESC=C1CCC2[C@H](CO)C[C@H](O)CCC[C@@]2(C)C[C@@H]1C/C=C1/C(=O)OC[C@H]1O
InChIInChI=1S/C22H34O5/c1-14-5-8-19-16(12-23)10-17(24)4-3-9-22(19,2)11-15(14)6-7-18-20(25)13-27-21(18)26/h7,15-17,19-20,23-25H,1,3-6,8-13H2,2H3/b18-7+/t15-,16-,17+,19?,20+,22-/m0/s1
InChIKeyAZYKWURUVZBOIW-NAMGGYJWSA-N
XLogP2.74
TPSA86.99 Ų
H-Bond Donors3
H-Bond Acceptors5
Rotatable Bonds3
Heavy Atoms27
Complexity—

Lipinski Rule of Five

Passes Rule of Five

RuleValue
MW ≤ 500378.51
LogP ≤ 52.74
H-Bond Donors ≤ 53
H-Bond Acceptors ≤ 105

Computed Properties (RDKit)

Structural Alerts{'alert_name': 'isolated_alkene', 'substructure': 'N/A'}, {'alert_name': 'Michael_acceptor_1', 'substructure': 'N/A'}

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Related Compounds

(3E)-3-[2-[(1R,4aR,8aR)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethylidene]-4-hydroxyoxolan-2-one
CID 91980716
(3Z,4R)-3-[2-[(1R,4aR,5R,6S,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethylidene]-4-hydroxyoxolan-2-one
CID 99719589
(3Z,4S)-3-[2-[(1S,4aR,5R,6R,8aR)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethylidene]-4-hydroxyoxolan-2-one
CID 11870303
(4S)-3-[2-[(1R,5R,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethylidene]-4-hydroxyoxolan-2-one
CID 6708647
(3E,4R)-3-[2-[(4aS,5R,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethylidene]-4-hydroxyoxolan-2-one
CID 91938222
(3E,4S)-3-[2-[(1S,4aR,5R,6S,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethylidene]-4-hydroxyoxolan-2-one
CID 6875366
(3E,4S)-3-[2-[(1R,4aS,5S,8aS)-5-ethyl-5,8a-dimethyl-2-methylidene-6-oxo-1,3,4,4a,7,8-hexahydronaphthalen-1-yl]ethylidene]-4-hydroxyoxolan-2-one
CID 157440268
(3Z)-3-[2-[(1R,5R,7R,8aS)-7-hydroxy-5,8a-dimethyl-2-methylidene-5-[[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethylidene]-4-hydroxyoxolan-2-one
CID 10052128
(3Z,4R)-3-[2-[(1R,4R,4aR,6R,8aR)-6-hydroxy-4,8a-dimethyl-2-methylidene-4-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3,4a,5,6,7,8-hexahydro-1H-naphthalen-1-yl]ethylidene]-4-hydroxyoxolan-2-one
CID 162818161
(4S)-3-[2-[(5R,6R,8aS)-6-hydroxy-5,8a-dimethyl-2-methylidene-5-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethylidene]-4-hydroxyoxolan-2-one
CID 170924456
(3E,4S)-4-hydroxy-3-[2-[(1S,3R)-3-[2-[(1S,3S,3'R,4S)-1-hydroxy-4,6,6-trimethylspiro[2,5-dioxabicyclo[2.2.2]octane-3,6'-oxane]-3'-yl]ethyl]-2,2-dimethyl-6-methylidenecyclohexyl]ethylidene]oxolan-2-one
CID 163194684
(3Z,4R)-4-hydroxy-3-[2-[(1S,3S)-3-[(2Z)-2-[(1S,3S,4S)-1-hydroxy-4,6,6-trimethylspiro[2,5-dioxabicyclo[2.2.2]octane-3,6'-oxane]-3'-ylidene]ethyl]-2,2-dimethyl-6-methylidenecyclohexyl]ethylidene]oxolan-2-one
CID 101206901

Frequently Asked Questions

What is the IUPAC name of (3E,4S)-4-hydroxy-3-[2-[(2R,4R,8S,10S)-4-hydroxy-2-(hydroxymethyl)-8-methyl-11-methylidene-10-bicyclo[6.5.0]tridecanyl]ethylidene]oxolan-2-one?
The IUPAC name of (3E,4S)-4-hydroxy-3-[2-[(2R,4R,8S,10S)-4-hydroxy-2-(hydroxymethyl)-8-methyl-11-methylidene-10-bicyclo[6.5.0]tridecanyl]ethylidene]oxolan-2-one (CID 163442794) is (3E,4S)-4-hydroxy-3-[2-[(2R,4R,8S,10S)-4-hydroxy-2-(hydroxymethyl)-8-methyl-11-methylidene-10-bicyclo[6.5.0]tridecanyl]ethylidene]oxolan-2-one.
What is the SMILES notation for (3E,4S)-4-hydroxy-3-[2-[(2R,4R,8S,10S)-4-hydroxy-2-(hydroxymethyl)-8-methyl-11-methylidene-10-bicyclo[6.5.0]tridecanyl]ethylidene]oxolan-2-one?
The canonical SMILES for (3E,4S)-4-hydroxy-3-[2-[(2R,4R,8S,10S)-4-hydroxy-2-(hydroxymethyl)-8-methyl-11-methylidene-10-bicyclo[6.5.0]tridecanyl]ethylidene]oxolan-2-one is C=C1CCC2[C@H](CO)C[C@H](O)CCC[C@@]2(C)C[C@@H]1C/C=C1/C(=O)OC[C@H]1O.
What is the InChIKey of (3E,4S)-4-hydroxy-3-[2-[(2R,4R,8S,10S)-4-hydroxy-2-(hydroxymethyl)-8-methyl-11-methylidene-10-bicyclo[6.5.0]tridecanyl]ethylidene]oxolan-2-one?
The InChIKey is AZYKWURUVZBOIW-NAMGGYJWSA-N. The full InChI is InChI=1S/C22H34O5/c1-14-5-8-19-16(12-23)10-17(24)4-3-9-22(19,2)11-15(14)6-7-18-20(25)13-27-21(18)26/h7,15-17,19-20,23-25H,1,3-6,8-13H2,2H3/b18-7+/t15-,16-,17+,19?,20+,22-/m0/s1.
What are the key properties of (3E,4S)-4-hydroxy-3-[2-[(2R,4R,8S,10S)-4-hydroxy-2-(hydroxymethyl)-8-methyl-11-methylidene-10-bicyclo[6.5.0]tridecanyl]ethylidene]oxolan-2-one?
(3E,4S)-4-hydroxy-3-[2-[(2R,4R,8S,10S)-4-hydroxy-2-(hydroxymethyl)-8-methyl-11-methylidene-10-bicyclo[6.5.0]tridecanyl]ethylidene]oxolan-2-one has a molecular weight of 378.51 g/mol, XLogP of 2.74, 3 rotatable bonds, 3 hydrogen bond donors, and 5 hydrogen bond acceptors.
Where does this data come from?
All data for (3E,4S)-4-hydroxy-3-[2-[(2R,4R,8S,10S)-4-hydroxy-2-(hydroxymethyl)-8-methyl-11-methylidene-10-bicyclo[6.5.0]tridecanyl]ethylidene]oxolan-2-one is sourced from PubChem (CID 163442794), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).