(Z)-5-[(1S,4aR,6R,7S,8aR)-6,7-dihydroxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpent-2-enoic acid

Details

• Internal ID: f5de1fdc-d88f-45a8-8aeb-595407086b7b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (Z)-5-[(1S,4aR,6R,7S,8aR)-6,7-dihydroxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpent-2-enoic acid
• SMILES (Canonical): CC(=CC(=O)O)CCC1C(=C)CCC2C1(CC(C(C2(C)C)O)O)C
• SMILES (Isomeric): C/C(=C/C(=O)O)/CC[C@H]1C(=C)CC[C@@H]2[C@@]1(C[C@@H]([C@@H](C2(C)C)O)O)C
• InChI: InChI=1S/C20H32O4/c1-12(10-17(22)23)6-8-14-13(2)7-9-16-19(3,4)18(24)15(21)11-20(14,16)5/h10,14-16,18,21,24H,2,6-9,11H2,1,3-5H3,(H,22,23)/b12-10-/t14-,15-,16-,18-,20+/m0/s1
• InChI Key: QRYJHSMVZUKZQU-OQYQVNADSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₄
• Molecular Weight: 336.50 g/mol
• Exact Mass: 336.23005950 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 3.80

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.77%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.06%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	91.02%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.49%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.43%	100.00%
CHEMBL2061	P19793	Retinoid X receptor alpha	84.07%	91.67%
CHEMBL340	P08684	Cytochrome P450 3A4	84.02%	91.19%
CHEMBL2581	P07339	Cathepsin D	83.46%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.24%	95.56%

Plants that contains it

• Nolana rostrata

Cross-Links

• PubChem: 163005487
• LOTUS: LTS0084245
• wikiData: Q105226736