(1R,3S,5R,8E,13R)-5,9,13-trimethyl-16-methylidene-4,14-dioxatricyclo[11.3.2.03,5]octadec-8-ene-12,15-dione

C20H28O4 — CID 162861172

IUPAC(1R,3S,5R,8E,13R)-5,9,13-trimethyl-16-methylidene-4,14-dioxatricyclo[11.3.2.03,5]octadec-8-ene-12,15-dione
SMILESC=C1C(=O)O[C@]2(C)CC[C@@H]1C[C@@H]1O[C@]1(C)CC/C=C(\C)CCC2=O
InChIInChI=1S/C20H28O4/c1-13-6-5-10-20(4)17(23-20)12-15-9-11-19(3,16(21)8-7-13)24-18(22)14(15)2/h6,15,17H,2,5,7-12H2,1,3-4H3/b13-6+/t15-,17+,19-,20-/m1/s1
InChIKeyBCEKDLJRXSZZRB-AAPXYVGPSA-N
MW332.44 g/mol
LogP3.89
Rot. Bonds

About (1R,3S,5R,8E,13R)-5,9,13-trimethyl-16-methylidene-4,14-dioxatricyclo[11.3.2.03,5]octadec-8-ene-12,15-dione

(1R,3S,5R,8E,13R)-5,9,13-trimethyl-16-methylidene-4,14-dioxatricyclo[11.3.2.03,5]octadec-8-ene-12,15-dione (PubChem CID 162861172) has the molecular formula C20H28O4 and a molecular weight of 332.44 g/mol. Its IUPAC name is (1R,3S,5R,8E,13R)-5,9,13-trimethyl-16-methylidene-4,14-dioxatricyclo[11.3.2.03,5]octadec-8-ene-12,15-dione.

Molecular Properties

Compound Name(1R,3S,5R,8E,13R)-5,9,13-trimethyl-16-methylidene-4,14-dioxatricyclo[11.3.2.03,5]octadec-8-ene-12,15-dione
PubChem CID162861172
Molecular FormulaC20H28O4
Molecular Weight332.44 g/mol
Exact Mass332.20
IUPAC Name(1R,3S,5R,8E,13R)-5,9,13-trimethyl-16-methylidene-4,14-dioxatricyclo[11.3.2.03,5]octadec-8-ene-12,15-dione
SMILESC=C1C(=O)O[C@]2(C)CC[C@@H]1C[C@@H]1O[C@]1(C)CC/C=C(\C)CCC2=O
InChIInChI=1S/C20H28O4/c1-13-6-5-10-20(4)17(23-20)12-15-9-11-19(3,16(21)8-7-13)24-18(22)14(15)2/h6,15,17H,2,5,7-12H2,1,3-4H3/b13-6+/t15-,17+,19-,20-/m1/s1
InChIKeyBCEKDLJRXSZZRB-AAPXYVGPSA-N
XLogP3.89
TPSA55.90 Ų
H-Bond Donors
H-Bond Acceptors4
Rotatable Bonds
Heavy Atoms24
Complexity—

Lipinski Rule of Five

Passes Rule of Five

RuleValue
MW ≤ 500332.44
LogP ≤ 53.89
H-Bond Donors ≤ 50
H-Bond Acceptors ≤ 104

Computed Properties (RDKit)

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

Analyze (1R,3S,5R,8E,13R)-5,9,13-trimethyl-16-methylidene-4,14-dioxatricyclo[11.3.2.03,5]octadec-8-ene-12,15-dione with MolForge

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Related Compounds

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CID 5472714
Lobophynin C
CID 10760017
Sinulariolide
CID 15699347
11-Dehydrosinulariolide
CID 137628341
(1S,3R,5R,8E,13S,15S)-5,9,13-trimethyl-18-methylidene-4,16-dioxatricyclo[13.3.0.03,5]octadec-8-ene-14,17-dione
CID 5469752
methyl 2-[(1S,3S,6R,8R,11E,15R)-6,11,15-trimethyl-7,16-dioxatricyclo[13.1.0.06,8]hexadec-11-en-3-yl]prop-2-enoate
CID 44518134
[(1R,3S,5S,8E,12R,13R)-5,9,13-trimethyl-16-methylidene-15-oxo-4,14-dioxatricyclo[11.3.2.03,5]octadec-8-en-12-yl] acetate
CID 100914611
(4S,6S,8Z,11S)-6,10,10-trimethyl-5,12-dioxatricyclo[9.2.1.04,6]tetradeca-1(14),8-diene-7,13-dione
CID 134148181
11-epi-Sinulariolide
CID 6440916
6|A,7|A-Epoxyasteriscunolide A
CID 163196508
dimethyl (1S,4Z,6E,10Z,14S)-14-methyl-7-propan-2-yl-15-oxabicyclo[12.1.0]pentadeca-4,6,10-triene-4,10-dicarboxylate
CID 21778221
(1R,3S,5S,7E,9S,13R)-9-hydroperoxy-5,9,13-trimethyl-16-methylidene-4,14-dioxatricyclo[11.3.2.03,5]octadec-7-ene-12,15-dione
CID 44518135

Frequently Asked Questions

What is the IUPAC name of (1R,3S,5R,8E,13R)-5,9,13-trimethyl-16-methylidene-4,14-dioxatricyclo[11.3.2.03,5]octadec-8-ene-12,15-dione?
The IUPAC name of (1R,3S,5R,8E,13R)-5,9,13-trimethyl-16-methylidene-4,14-dioxatricyclo[11.3.2.03,5]octadec-8-ene-12,15-dione (CID 162861172) is (1R,3S,5R,8E,13R)-5,9,13-trimethyl-16-methylidene-4,14-dioxatricyclo[11.3.2.03,5]octadec-8-ene-12,15-dione.
What is the SMILES notation for (1R,3S,5R,8E,13R)-5,9,13-trimethyl-16-methylidene-4,14-dioxatricyclo[11.3.2.03,5]octadec-8-ene-12,15-dione?
The canonical SMILES for (1R,3S,5R,8E,13R)-5,9,13-trimethyl-16-methylidene-4,14-dioxatricyclo[11.3.2.03,5]octadec-8-ene-12,15-dione is C=C1C(=O)O[C@]2(C)CC[C@@H]1C[C@@H]1O[C@]1(C)CC/C=C(\C)CCC2=O.
What is the InChIKey of (1R,3S,5R,8E,13R)-5,9,13-trimethyl-16-methylidene-4,14-dioxatricyclo[11.3.2.03,5]octadec-8-ene-12,15-dione?
The InChIKey is BCEKDLJRXSZZRB-AAPXYVGPSA-N. The full InChI is InChI=1S/C20H28O4/c1-13-6-5-10-20(4)17(23-20)12-15-9-11-19(3,16(21)8-7-13)24-18(22)14(15)2/h6,15,17H,2,5,7-12H2,1,3-4H3/b13-6+/t15-,17+,19-,20-/m1/s1.
What are the key properties of (1R,3S,5R,8E,13R)-5,9,13-trimethyl-16-methylidene-4,14-dioxatricyclo[11.3.2.03,5]octadec-8-ene-12,15-dione?
(1R,3S,5R,8E,13R)-5,9,13-trimethyl-16-methylidene-4,14-dioxatricyclo[11.3.2.03,5]octadec-8-ene-12,15-dione has a molecular weight of 332.44 g/mol, XLogP of 3.89, 0 rotatable bonds, 0 hydrogen bond donors, and 4 hydrogen bond acceptors.
Where does this data come from?
All data for (1R,3S,5R,8E,13R)-5,9,13-trimethyl-16-methylidene-4,14-dioxatricyclo[11.3.2.03,5]octadec-8-ene-12,15-dione is sourced from PubChem (CID 162861172), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).