(1S,4aR,8aR)-1-[(E)-5-hydroxy-3-methylpent-3-enyl]-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydronaphthalen-1-ol

Details

• Internal ID: ea92aef6-05ec-4889-8eb7-0522b9b1063a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1S,4aR,8aR)-1-[(E)-5-hydroxy-3-methylpent-3-enyl]-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydronaphthalen-1-ol
• SMILES (Canonical): CC(=CCO)CCC1(C(=C)CCC2C1(CCCC2(C)C)C)O
• SMILES (Isomeric): C/C(=C\CO)/CC[C@@]1(C(=C)CC[C@H]2[C@]1(CCCC2(C)C)C)O
• InChI: InChI=1S/C20H34O2/c1-15(10-14-21)9-13-20(22)16(2)7-8-17-18(3,4)11-6-12-19(17,20)5/h10,17,21-22H,2,6-9,11-14H2,1,3-5H3/b15-10+/t17-,19-,20+/m1/s1
• InChI Key: XPOXMCZWWZPWDK-LAGUHMGCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₂
• Molecular Weight: 306.50 g/mol
• Exact Mass: 306.255880323 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.62
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9954	99.54%
Caco-2	+	0.7926	79.26%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5237	52.37%
OATP2B1 inhibitior	-	0.8551	85.51%
OATP1B1 inhibitior	+	0.8588	85.88%
OATP1B3 inhibitior	+	0.9548	95.48%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6385	63.85%
BSEP inhibitior	-	0.4531	45.31%
P-glycoprotein inhibitior	-	0.7809	78.09%
P-glycoprotein substrate	-	0.8655	86.55%
CYP3A4 substrate	+	0.5955	59.55%
CYP2C9 substrate	-	0.5471	54.71%
CYP2D6 substrate	-	0.7775	77.75%
CYP3A4 inhibition	-	0.7009	70.09%
CYP2C9 inhibition	-	0.8817	88.17%
CYP2C19 inhibition	-	0.8214	82.14%
CYP2D6 inhibition	-	0.9222	92.22%
CYP1A2 inhibition	-	0.8602	86.02%
CYP2C8 inhibition	-	0.6130	61.30%
CYP inhibitory promiscuity	-	0.7038	70.38%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6881	68.81%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.6064	60.64%
Skin irritation	-	0.6634	66.34%
Skin corrosion	-	0.9650	96.50%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7242	72.42%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.5726	57.26%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7736	77.36%
Acute Oral Toxicity (c)	III	0.8312	83.12%
Estrogen receptor binding	+	0.5405	54.05%
Androgen receptor binding	+	0.6510	65.10%
Thyroid receptor binding	+	0.5535	55.35%
Glucocorticoid receptor binding	+	0.6061	60.61%
Aromatase binding	+	0.6110	61.10%
PPAR gamma	+	0.6151	61.51%
Honey bee toxicity	-	0.9004	90.04%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9826	98.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.72%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.32%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.20%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.13%	96.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.70%	95.50%
CHEMBL1937	Q92769	Histone deacetylase 2	86.35%	94.75%
CHEMBL1871	P10275	Androgen Receptor	85.29%	96.43%
CHEMBL1977	P11473	Vitamin D receptor	84.84%	99.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.14%	95.89%
CHEMBL2581	P07339	Cathepsin D	83.03%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.81%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.35%	82.69%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.16%	92.94%

Plants that contains it

• Gypothamnium pinifolium

Cross-Links

• PubChem: 163011978
• LOTUS: LTS0129147
• wikiData: Q105338904