(1S,2R,4R,5R,8R,9R)-4-[(3R)-3-hydroxy-4-methylpent-4-enyl]-4,8-dimethyltricyclo[6.3.1.02,5]dodecane-1,9-diol

Details

• Internal ID: 808dbe0b-1043-4eda-a6a0-dff2335e5ed9
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Tertiary alcohols
• IUPAC Name: (1S,2R,4R,5R,8R,9R)-4-[(3R)-3-hydroxy-4-methylpent-4-enyl]-4,8-dimethyltricyclo[6.3.1.02,5]dodecane-1,9-diol
• SMILES (Canonical): CC(=C)C(CCC1(CC2C1CCC3(CC2(CCC3O)O)C)C)O
• SMILES (Isomeric): CC(=C)[C@@H](CC[C@@]1(C[C@@H]2[C@H]1CC[C@@]3(C[C@]2(CC[C@H]3O)O)C)C)O
• InChI: InChI=1S/C20H34O3/c1-13(2)16(21)6-9-18(3)11-15-14(18)5-8-19(4)12-20(15,23)10-7-17(19)22/h14-17,21-23H,1,5-12H2,2-4H3/t14-,15-,16-,17-,18-,19-,20+/m1/s1
• InChI Key: ZAAFDYBTFOHBOD-BVMALAMASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₃
• Molecular Weight: 322.50 g/mol
• Exact Mass: 322.25079494 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.42
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9928	99.28%
Caco-2	-	0.5237	52.37%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Lysosomes	0.4670	46.70%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.9277	92.77%
OATP1B3 inhibitior	+	0.9665	96.65%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.4902	49.02%
P-glycoprotein inhibitior	-	0.8869	88.69%
P-glycoprotein substrate	-	0.5968	59.68%
CYP3A4 substrate	+	0.6530	65.30%
CYP2C9 substrate	-	0.5858	58.58%
CYP2D6 substrate	-	0.7484	74.84%
CYP3A4 inhibition	+	0.5209	52.09%
CYP2C9 inhibition	-	0.7962	79.62%
CYP2C19 inhibition	-	0.7553	75.53%
CYP2D6 inhibition	-	0.9277	92.77%
CYP1A2 inhibition	-	0.7976	79.76%
CYP2C8 inhibition	-	0.8231	82.31%
CYP inhibitory promiscuity	-	0.8309	83.09%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6323	63.23%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.8697	86.97%
Skin irritation	+	0.4929	49.29%
Skin corrosion	-	0.9444	94.44%
Ames mutagenesis	-	0.7237	72.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4817	48.17%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.7797	77.97%
skin sensitisation	+	0.4800	48.00%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.6488	64.88%
Acute Oral Toxicity (c)	III	0.6610	66.10%
Estrogen receptor binding	+	0.8651	86.51%
Androgen receptor binding	+	0.5635	56.35%
Thyroid receptor binding	+	0.6803	68.03%
Glucocorticoid receptor binding	+	0.8162	81.62%
Aromatase binding	+	0.8024	80.24%
PPAR gamma	-	0.6291	62.91%
Honey bee toxicity	-	0.7664	76.64%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9873	98.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.93%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.53%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.80%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.82%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.73%	85.14%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.10%	96.61%
CHEMBL4040	P28482	MAP kinase ERK2	89.13%	83.82%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.65%	100.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	88.24%	89.05%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.95%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.44%	82.69%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.06%	95.89%
CHEMBL2581	P07339	Cathepsin D	87.05%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	85.96%	94.75%
CHEMBL204	P00734	Thrombin	85.50%	96.01%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.39%	96.38%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	83.14%	98.33%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.85%	91.03%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.73%	95.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.57%	100.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.38%	90.08%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.31%	95.89%
CHEMBL237	P41145	Kappa opioid receptor	81.12%	98.10%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	80.72%	92.86%

Plants that contains it

• Excoecaria agallocha

Cross-Links

• PubChem: 163070927
• LOTUS: LTS0179756
• wikiData: Q105369633