(E)-5-[(1R,4aR,8aR)-2,4a,5,5-tetramethyl-1,4,6,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpent-2-en-1-ol

Details

• Internal ID: e1906ad2-9f9f-45d7-997a-46d348948674
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: (E)-5-[(1R,4aR,8aR)-2,4a,5,5-tetramethyl-1,4,6,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpent-2-en-1-ol
• SMILES (Canonical): CC1=CCC2(C(C1CCC(=CCO)C)CCCC2(C)C)C
• SMILES (Isomeric): CC1=CC[C@@]2([C@@H]([C@H]1CC/C(=C/CO)/C)CCCC2(C)C)C
• InChI: InChI=1S/C20H34O/c1-15(11-14-21)8-9-17-16(2)10-13-20(5)18(17)7-6-12-19(20,3)4/h10-11,17-18,21H,6-9,12-14H2,1-5H3/b15-11+/t17-,18+,20+/m0/s1
• InChI Key: FFFJTXJWPXZCHV-KSAZJLBOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O
• Molecular Weight: 290.50 g/mol
• Exact Mass: 290.260965704 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 5.50
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9916	99.16%
Caco-2	+	0.9174	91.74%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Lysosomes	0.7303	73.03%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.8627	86.27%
OATP1B3 inhibitior	-	0.2601	26.01%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.7118	71.18%
P-glycoprotein inhibitior	-	0.7413	74.13%
P-glycoprotein substrate	-	0.8010	80.10%
CYP3A4 substrate	+	0.5740	57.40%
CYP2C9 substrate	-	0.7664	76.64%
CYP2D6 substrate	-	0.7388	73.88%
CYP3A4 inhibition	-	0.8084	80.84%
CYP2C9 inhibition	-	0.7003	70.03%
CYP2C19 inhibition	-	0.6560	65.60%
CYP2D6 inhibition	-	0.9034	90.34%
CYP1A2 inhibition	-	0.8429	84.29%
CYP2C8 inhibition	+	0.4469	44.69%
CYP inhibitory promiscuity	+	0.5376	53.76%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6497	64.97%
Eye corrosion	-	0.9676	96.76%
Eye irritation	-	0.9216	92.16%
Skin irritation	-	0.6338	63.38%
Skin corrosion	-	0.9602	96.02%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7953	79.53%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5459	54.59%
skin sensitisation	+	0.6789	67.89%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8097	80.97%
Acute Oral Toxicity (c)	III	0.6768	67.68%
Estrogen receptor binding	+	0.6121	61.21%
Androgen receptor binding	+	0.6475	64.75%
Thyroid receptor binding	+	0.6814	68.14%
Glucocorticoid receptor binding	+	0.6855	68.55%
Aromatase binding	+	0.5773	57.73%
PPAR gamma	+	0.6414	64.14%
Honey bee toxicity	-	0.9269	92.69%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9948	99.48%

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	96.40%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.29%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.33%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.00%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.53%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.33%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	85.79%	97.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.40%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	84.32%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.20%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.99%	100.00%
CHEMBL2581	P07339	Cathepsin D	80.91%	98.95%
CHEMBL1871	P10275	Androgen Receptor	80.71%	96.43%

Plants that contains it

• Brachyglottis bidwillii

Cross-Links

• PubChem: 162925001
• LOTUS: LTS0205312
• wikiData: Q104994425