(3S)-5-[(1S,2R,4aR,8aR)-5-(hydroxymethyl)-1,2,4a-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpentan-1-ol

Details

• Internal ID: 1c9731ec-2b6d-41a5-bda7-87480ed8ba9f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (3S)-5-[(1S,2R,4aR,8aR)-5-(hydroxymethyl)-1,2,4a-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpentan-1-ol
• SMILES (Canonical): CC1CCC2(C(C1(C)CCC(C)CCO)CCC=C2CO)C
• SMILES (Isomeric): C[C@@H]1CC[C@@]2([C@@H]([C@@]1(C)CC[C@H](C)CCO)CCC=C2CO)C
• InChI: InChI=1S/C20H36O2/c1-15(10-13-21)8-11-19(3)16(2)9-12-20(4)17(14-22)6-5-7-18(19)20/h6,15-16,18,21-22H,5,7-14H2,1-4H3/t15-,16+,18+,19-,20-/m0/s1
• InChI Key: RYZMXJAWCKWVRC-NXHKRRBXSA-N
• Popularity: 0 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: 5.00
• Atomic LogP (AlogP): 4.56
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9875	98.75%
Caco-2	+	0.7882	78.82%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Lysosomes	0.7167	71.67%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.9162	91.62%
OATP1B3 inhibitior	+	0.9280	92.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5843	58.43%
BSEP inhibitior	+	0.6961	69.61%
P-glycoprotein inhibitior	-	0.8652	86.52%
P-glycoprotein substrate	-	0.7031	70.31%
CYP3A4 substrate	+	0.5429	54.29%
CYP2C9 substrate	-	0.7664	76.64%
CYP2D6 substrate	-	0.7388	73.88%
CYP3A4 inhibition	-	0.6322	63.22%
CYP2C9 inhibition	-	0.8735	87.35%
CYP2C19 inhibition	-	0.8065	80.65%
CYP2D6 inhibition	-	0.9031	90.31%
CYP1A2 inhibition	-	0.8427	84.27%
CYP2C8 inhibition	-	0.8059	80.59%
CYP inhibitory promiscuity	-	0.7075	70.75%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6263	62.63%
Eye corrosion	-	0.9682	96.82%
Eye irritation	-	0.9383	93.83%
Skin irritation	-	0.6932	69.32%
Skin corrosion	-	0.9706	97.06%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4433	44.33%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5782	57.82%
skin sensitisation	-	0.5506	55.06%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7019	70.19%
Acute Oral Toxicity (c)	III	0.8259	82.59%
Estrogen receptor binding	+	0.8338	83.38%
Androgen receptor binding	-	0.5743	57.43%
Thyroid receptor binding	+	0.7898	78.98%
Glucocorticoid receptor binding	+	0.7109	71.09%
Aromatase binding	+	0.7855	78.55%
PPAR gamma	-	0.5821	58.21%
Honey bee toxicity	-	0.8823	88.23%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9615	96.15%

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	98.23%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.81%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.98%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.78%	97.09%
CHEMBL2581	P07339	Cathepsin D	88.73%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.61%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	85.95%	97.79%
CHEMBL2885	P07451	Carbonic anhydrase III	84.90%	87.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.17%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.14%	82.69%
CHEMBL1937	Q92769	Histone deacetylase 2	82.99%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.43%	95.89%

Plants that contains it

• Baccharis trinervis

Cross-Links

• PubChem: 162981821
• LOTUS: LTS0199463
• wikiData: Q105248287