(1R,3R,4R,5R,7S,8S,9R,10Z,12R,13S,14S)-4,8,9-trihydroxy-3,6,6,10,13,14-hexamethyl-16-oxatetracyclo[10.3.1.01,12.05,7]hexadec-10-en-2-one

C21H32O5 — CID 163089183

IUPAC(1R,3R,4R,5R,7S,8S,9R,10Z,12R,13S,14S)-4,8,9-trihydroxy-3,6,6,10,13,14-hexamethyl-16-oxatetracyclo[10.3.1.01,12.05,7]hexadec-10-en-2-one
SMILESC/C1=C/[C@@]23O[C@@]2(C[C@H](C)[C@@H]3C)C(=O)[C@H](C)[C@H](O)[C@@H]2[C@H]([C@H](O)[C@@H]1O)C2(C)C
InChIInChI=1S/C21H32O5/c1-9-7-21-18(25)11(3)16(23)13-14(19(13,5)6)17(24)15(22)10(2)8-20(21,26-21)12(9)4/h8-9,11-17,22-24H,7H2,1-6H3/b10-8-/t9-,11+,12-,13-,14+,15+,16-,17-,20-,21-/m0/s1
InChIKeyLDHVXLJFWFBOMR-IQNJBHJESA-N
MW364.48 g/mol
LogP1.69
Rot. Bonds

About (1R,3R,4R,5R,7S,8S,9R,10Z,12R,13S,14S)-4,8,9-trihydroxy-3,6,6,10,13,14-hexamethyl-16-oxatetracyclo[10.3.1.01,12.05,7]hexadec-10-en-2-one

(1R,3R,4R,5R,7S,8S,9R,10Z,12R,13S,14S)-4,8,9-trihydroxy-3,6,6,10,13,14-hexamethyl-16-oxatetracyclo[10.3.1.01,12.05,7]hexadec-10-en-2-one (PubChem CID 163089183) has the molecular formula C21H32O5 and a molecular weight of 364.48 g/mol. Its IUPAC name is (1R,3R,4R,5R,7S,8S,9R,10Z,12R,13S,14S)-4,8,9-trihydroxy-3,6,6,10,13,14-hexamethyl-16-oxatetracyclo[10.3.1.01,12.05,7]hexadec-10-en-2-one.

Molecular Properties

Compound Name(1R,3R,4R,5R,7S,8S,9R,10Z,12R,13S,14S)-4,8,9-trihydroxy-3,6,6,10,13,14-hexamethyl-16-oxatetracyclo[10.3.1.01,12.05,7]hexadec-10-en-2-one
PubChem CID163089183
Molecular FormulaC21H32O5
Molecular Weight364.48 g/mol
Exact Mass364.22
IUPAC Name(1R,3R,4R,5R,7S,8S,9R,10Z,12R,13S,14S)-4,8,9-trihydroxy-3,6,6,10,13,14-hexamethyl-16-oxatetracyclo[10.3.1.01,12.05,7]hexadec-10-en-2-one
SMILESC/C1=C/[C@@]23O[C@@]2(C[C@H](C)[C@@H]3C)C(=O)[C@H](C)[C@H](O)[C@@H]2[C@H]([C@H](O)[C@@H]1O)C2(C)C
InChIInChI=1S/C21H32O5/c1-9-7-21-18(25)11(3)16(23)13-14(19(13,5)6)17(24)15(22)10(2)8-20(21,26-21)12(9)4/h8-9,11-17,22-24H,7H2,1-6H3/b10-8-/t9-,11+,12-,13-,14+,15+,16-,17-,20-,21-/m0/s1
InChIKeyLDHVXLJFWFBOMR-IQNJBHJESA-N
XLogP1.69
TPSA90.29 Ų
H-Bond Donors3
H-Bond Acceptors5
Rotatable Bonds
Heavy Atoms26
Complexity—

Lipinski Rule of Five

Passes Rule of Five

RuleValue
MW ≤ 500364.48
LogP ≤ 51.69
H-Bond Donors ≤ 53
H-Bond Acceptors ≤ 105

Computed Properties (RDKit)

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

Analyze (1R,3R,4R,5R,7S,8S,9R,10Z,12R,13S,14S)-4,8,9-trihydroxy-3,6,6,10,13,14-hexamethyl-16-oxatetracyclo[10.3.1.01,12.05,7]hexadec-10-en-2-one with MolForge

Explore ADMET properties, 3D molecular structure, drug-likeness score, and discover similar compounds using our AI-powered platform.

Launch Full Analysis

Related Compounds

4,8,9,13-tetrahydroxy-3,6,6,10,14-pentamethyl-16-oxatetracyclo[10.3.1.01,12.05,7]hexadec-10-en-2-one
CID 74819487
[(1R,3R,4R,5R,7S,8S,9R,10E,12S,13S,14S)-4-acetyloxy-9,13-dihydroxy-3,6,6,10,14-pentamethyl-2-oxo-16-oxatetracyclo[10.3.1.01,12.05,7]hexadec-10-en-8-yl] (E)-2-methylbut-2-enoate
CID 23255566
[4-acetyloxy-9-hydroxy-3,6,6,10,14-pentamethyl-13-(2-methylbut-2-enoyloxy)-2-oxo-16-oxatetracyclo[10.3.1.01,12.05,7]hexadec-10-en-8-yl] 2-methylbut-2-enoate
CID 74941717
[(1R,3R,4R,5R,7S,9R,10E,12S,13R,14R)-4,9-diacetyloxy-13-hydroxy-3,6,6,10,14-pentamethyl-2-oxo-16-oxatetracyclo[10.3.1.01,12.05,7]hexadec-10-en-8-yl] benzoate
CID 177486214
[(1R,3R,4R,5R,7S,8S,9R,12S,13R,14R)-4,9-diacetyloxy-13-hydroxy-3,6,6,10,14-pentamethyl-2-oxo-16-oxatetracyclo[10.3.1.01,12.05,7]hexadec-10-en-8-yl] benzoate
CID 162986118
[(1R,3S,4S,5R,7S,8R,9R,10E,12S,13S,14S)-4,9,13-triacetyloxy-3,6,6,10,14-pentamethyl-2-oxo-16-oxatetracyclo[10.3.1.01,12.05,7]hexadec-10-en-8-yl] (E)-2-methylbut-2-enoate
CID 163031220
[(1R,3R,4S,5R,7S,8S,9R,10E,12S,13S,14S)-4-acetyloxy-9-hydroxy-3,6,6,10,14-pentamethyl-8-[(Z)-2-methylbut-2-enoyl]oxy-2-oxo-16-oxatetracyclo[10.3.1.01,12.05,7]hexadec-10-en-13-yl] benzoate
CID 162891920
[(1R,3R,4R,5R,7S,8S,9R,12S,13S,14S)-4-acetyloxy-9-hydroxy-3,6,6,10,14-pentamethyl-13-(2-methylbut-2-enoyloxy)-2-oxo-16-oxatetracyclo[10.3.1.01,12.05,7]hexadec-10-en-8-yl] benzoate
CID 162851054
(4,8-diacetyloxy-13-benzoyloxy-3,6,6,10,14-pentamethyl-2-oxo-16-oxatetracyclo[10.3.1.01,12.05,7]hexadec-10-en-9-yl) benzoate
CID 74941768
[(1R,3S,4S,5R,7S,8R,9R,10E,12S,13S,14S)-4,9,13-triacetyloxy-3,6,6,10,14-pentamethyl-2-oxo-16-oxatetracyclo[10.3.1.01,12.05,7]hexadec-10-en-8-yl] benzoate
CID 163185748
2-(4-methoxyphenyl)-2-(4,8,13-triacetyloxy-3,6,6,10,14-pentamethyl-2-oxo-16-oxatetracyclo[10.3.1.01,12.05,7]hexadec-10-en-9-yl)acetic acid
CID 57363316
[4,9,13-triacetyloxy-6-(hydroxymethyl)-3,6,10,14-tetramethyl-2-oxo-16-oxatetracyclo[10.3.1.01,12.05,7]hexadec-10-en-8-yl] benzoate
CID 162982842

Frequently Asked Questions

What is the IUPAC name of (1R,3R,4R,5R,7S,8S,9R,10Z,12R,13S,14S)-4,8,9-trihydroxy-3,6,6,10,13,14-hexamethyl-16-oxatetracyclo[10.3.1.01,12.05,7]hexadec-10-en-2-one?
The IUPAC name of (1R,3R,4R,5R,7S,8S,9R,10Z,12R,13S,14S)-4,8,9-trihydroxy-3,6,6,10,13,14-hexamethyl-16-oxatetracyclo[10.3.1.01,12.05,7]hexadec-10-en-2-one (CID 163089183) is (1R,3R,4R,5R,7S,8S,9R,10Z,12R,13S,14S)-4,8,9-trihydroxy-3,6,6,10,13,14-hexamethyl-16-oxatetracyclo[10.3.1.01,12.05,7]hexadec-10-en-2-one.
What is the SMILES notation for (1R,3R,4R,5R,7S,8S,9R,10Z,12R,13S,14S)-4,8,9-trihydroxy-3,6,6,10,13,14-hexamethyl-16-oxatetracyclo[10.3.1.01,12.05,7]hexadec-10-en-2-one?
The canonical SMILES for (1R,3R,4R,5R,7S,8S,9R,10Z,12R,13S,14S)-4,8,9-trihydroxy-3,6,6,10,13,14-hexamethyl-16-oxatetracyclo[10.3.1.01,12.05,7]hexadec-10-en-2-one is C/C1=C/[C@@]23O[C@@]2(C[C@H](C)[C@@H]3C)C(=O)[C@H](C)[C@H](O)[C@@H]2[C@H]([C@H](O)[C@@H]1O)C2(C)C.
What is the InChIKey of (1R,3R,4R,5R,7S,8S,9R,10Z,12R,13S,14S)-4,8,9-trihydroxy-3,6,6,10,13,14-hexamethyl-16-oxatetracyclo[10.3.1.01,12.05,7]hexadec-10-en-2-one?
The InChIKey is LDHVXLJFWFBOMR-IQNJBHJESA-N. The full InChI is InChI=1S/C21H32O5/c1-9-7-21-18(25)11(3)16(23)13-14(19(13,5)6)17(24)15(22)10(2)8-20(21,26-21)12(9)4/h8-9,11-17,22-24H,7H2,1-6H3/b10-8-/t9-,11+,12-,13-,14+,15+,16-,17-,20-,21-/m0/s1.
What are the key properties of (1R,3R,4R,5R,7S,8S,9R,10Z,12R,13S,14S)-4,8,9-trihydroxy-3,6,6,10,13,14-hexamethyl-16-oxatetracyclo[10.3.1.01,12.05,7]hexadec-10-en-2-one?
(1R,3R,4R,5R,7S,8S,9R,10Z,12R,13S,14S)-4,8,9-trihydroxy-3,6,6,10,13,14-hexamethyl-16-oxatetracyclo[10.3.1.01,12.05,7]hexadec-10-en-2-one has a molecular weight of 364.48 g/mol, XLogP of 1.69, 0 rotatable bonds, 3 hydrogen bond donors, and 5 hydrogen bond acceptors.
Where does this data come from?
All data for (1R,3R,4R,5R,7S,8S,9R,10Z,12R,13S,14S)-4,8,9-trihydroxy-3,6,6,10,13,14-hexamethyl-16-oxatetracyclo[10.3.1.01,12.05,7]hexadec-10-en-2-one is sourced from PubChem (CID 163089183), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).