(1S,2R,4R,5R,8R,9R)-4-[(3R)-3,4-dihydroxy-4-methylpentyl]-4,8-dimethyltricyclo[6.3.1.02,5]dodecane-1,9-diol

Details

• Internal ID: ee4ab460-eb9e-40d4-93d9-f29f68d2a70a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Tertiary alcohols
• IUPAC Name: (1S,2R,4R,5R,8R,9R)-4-[(3R)-3,4-dihydroxy-4-methylpentyl]-4,8-dimethyltricyclo[6.3.1.02,5]dodecane-1,9-diol
• SMILES (Canonical): CC12CCC3C(CC3(C)CCC(C(C)(C)O)O)C(C1)(CCC2O)O
• SMILES (Isomeric): C[C@@]12CC[C@@H]3[C@@H](C[C@@]3(C)CC[C@H](C(C)(C)O)O)[C@@](C1)(CC[C@H]2O)O
• InChI: InChI=1S/C20H36O4/c1-17(2,23)15(21)6-9-18(3)11-14-13(18)5-8-19(4)12-20(14,24)10-7-16(19)22/h13-16,21-24H,5-12H2,1-4H3/t13-,14-,15-,16-,18-,19-,20+/m1/s1
• InChI Key: BOAYJHNBWWHEFY-NCLNHVEOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₆O₄
• Molecular Weight: 340.50 g/mol
• Exact Mass: 340.26135963 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.62
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9688	96.88%
Caco-2	-	0.5452	54.52%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6651	66.51%
OATP2B1 inhibitior	-	0.8569	85.69%
OATP1B1 inhibitior	+	0.9279	92.79%
OATP1B3 inhibitior	+	0.9616	96.16%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.5846	58.46%
P-glycoprotein inhibitior	-	0.8782	87.82%
P-glycoprotein substrate	-	0.6265	62.65%
CYP3A4 substrate	+	0.6427	64.27%
CYP2C9 substrate	+	0.5963	59.63%
CYP2D6 substrate	-	0.7443	74.43%
CYP3A4 inhibition	-	0.7436	74.36%
CYP2C9 inhibition	-	0.8507	85.07%
CYP2C19 inhibition	-	0.8063	80.63%
CYP2D6 inhibition	-	0.9566	95.66%
CYP1A2 inhibition	-	0.7665	76.65%
CYP2C8 inhibition	-	0.8115	81.15%
CYP inhibitory promiscuity	-	0.9725	97.25%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.7438	74.38%
Eye corrosion	-	0.9803	98.03%
Eye irritation	-	0.8811	88.11%
Skin irritation	-	0.5168	51.68%
Skin corrosion	-	0.9226	92.26%
Ames mutagenesis	-	0.6837	68.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6889	68.89%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.7226	72.26%
skin sensitisation	-	0.5925	59.25%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.8363	83.63%
Acute Oral Toxicity (c)	III	0.6956	69.56%
Estrogen receptor binding	+	0.8496	84.96%
Androgen receptor binding	+	0.5841	58.41%
Thyroid receptor binding	+	0.6436	64.36%
Glucocorticoid receptor binding	+	0.7883	78.83%
Aromatase binding	+	0.7734	77.34%
PPAR gamma	-	0.5565	55.65%
Honey bee toxicity	-	0.8091	80.91%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9428	94.28%

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	99.48%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.36%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.34%	96.61%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.93%	85.14%
CHEMBL204	P00734	Thrombin	93.89%	96.01%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.48%	97.09%
CHEMBL2581	P07339	Cathepsin D	90.95%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.77%	94.45%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	86.80%	89.05%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.78%	91.03%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.71%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.11%	100.00%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	85.67%	94.78%
CHEMBL299	P17252	Protein kinase C alpha	84.57%	98.03%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.45%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	84.26%	97.79%
CHEMBL206	P03372	Estrogen receptor alpha	83.56%	97.64%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.20%	97.14%
CHEMBL1937	Q92769	Histone deacetylase 2	83.11%	94.75%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	82.94%	87.16%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	82.41%	90.24%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.23%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.97%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.93%	91.11%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	81.41%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.32%	95.50%
CHEMBL2179	P04062	Beta-glucocerebrosidase	80.97%	85.31%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	80.68%	98.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.40%	92.94%

Plants that contains it

• Excoecaria agallocha

Cross-Links

• PubChem: 162976725
• LOTUS: LTS0040552
• wikiData: Q104939136