(1R,2R,4aS,8aS)-1-[(E)-5-hydroxy-3-methylpent-3-enyl]-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-ol

Details

• Internal ID: 6c82095d-f1a3-4d67-861c-b1a3cf0003bd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1R,2R,4aS,8aS)-1-[(E)-5-hydroxy-3-methylpent-3-enyl]-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-ol
• SMILES (Canonical): CC(=CCO)CCC1C2(CCCC(C2CCC1(C)O)(C)C)C
• SMILES (Isomeric): C/C(=C\CO)/CC[C@@H]1[C@]2(CCCC([C@@H]2CC[C@@]1(C)O)(C)C)C
• InChI: InChI=1S/C20H36O2/c1-15(10-14-21)7-8-17-19(4)12-6-11-18(2,3)16(19)9-13-20(17,5)22/h10,16-17,21-22H,6-9,11-14H2,1-5H3/b15-10+/t16-,17+,19-,20+/m0/s1
• InChI Key: LEOHDQKUMQKLMP-NUKBDRAPSA-N
• Popularity: 20 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₆O₂
• Molecular Weight: 308.50 g/mol
• Exact Mass: 308.271530387 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 5.10

Synonyms

• Labd-13-ene-8,15-diol
• (E)-Labd-13-ene-8,15-diol
• (1R,2R,4aS,8aS)-1-[(E)-5-hydroxy-3-methylpent-3-enyl]-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-ol
• (1R,2R,4aS,8aS)-1-((E)-5-hydroxy-3-methylpent-3-en-1-yl)-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol
• NSC709593
• SCHEMBL3970172
• CHEMBL1644112
• 8Alpha,15-Dihydroxy-13Elabdene
• Labd-13(E)-ene-8,15-diol
• CHEBI:192824
• Labd-13-ene-8, (8R)-trans-
• (13E)-13-Labdene-8,15-diol
• (13E)-Labd-13-ene-8,15-diol
• (13Z)-Labd-13-ene-8,15-diol
• NSC-709593
• 13E-Labdene-8,15-diol; Copal-8,15-diol
• 2-Naphthalenol,5,5,8a-tetramethyl-, (1R,2R,4aS,8aS)-
• 2-Naphthalenol,5,5,8a-tetreamethyl-, [1R-[1.alpha.(E),2.beta.,4a.beta.,8a.alpha.]]-
• [1R-[1alpha(E),2beta,4abeta,8aalpha]]-Decahydro-1-(5-hydroxy-3-methyl-3-pentenyl)-2,5,5,8a-tetramethyl-2-naphthalenol

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
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.61%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.29%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.18%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	90.87%	94.75%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.21%	95.50%
CHEMBL4370	P16662	UDP-glucuronosyltransferase 2B7	89.68%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.50%	100.00%
CHEMBL325	Q13547	Histone deacetylase 1	88.41%	95.92%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.61%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.48%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.95%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.42%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.90%	92.94%
CHEMBL233	P35372	Mu opioid receptor	81.88%	97.93%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.83%	97.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.58%	91.24%
CHEMBL4040	P28482	MAP kinase ERK2	80.51%	83.82%

Plants that contains it

• Carpesium faberi
• Chromolaena pulchella
• Cistus creticus
• Cistus symphytifolius
• Grangea maderaspatana
• Haplopappus glutinosus
• Jungermannia infusca
• Juniperus sabina
• Nicotiana glutinosa
• Physalis coztomatl
• Traversia baccharoides
• Tripterygium wilfordii

Cross-Links

• PubChem: 5471228
• NPASS: NPC201048
• ChEMBL: CHEMBL1644112
• LOTUS: LTS0201067
• wikiData: Q105150690