2-chloro-1,6,6-trimethyl-4-propan-2-yl-3,4,5,7-tetrahydro-2H-indene-1,3a,7a-triol

Details

• Internal ID: 321a77da-a952-4289-9475-3f1db592127f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2-chloro-1,6,6-trimethyl-4-propan-2-yl-3,4,5,7-tetrahydro-2H-indene-1,3a,7a-triol
• SMILES (Canonical): CC(C)C1CC(CC2(C1(CC(C2(C)O)Cl)O)O)(C)C
• SMILES (Isomeric): CC(C)C1CC(CC2(C1(CC(C2(C)O)Cl)O)O)(C)C
• InChI: InChI=1S/C15H27ClO3/c1-9(2)10-6-12(3,4)8-15(19)13(5,17)11(16)7-14(10,15)18/h9-11,17-19H,6-8H2,1-5H3
• InChI Key: XQKXCKCZBAMERY-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₇ClO₃
• Molecular Weight: 290.82 g/mol
• Exact Mass: 290.1648724 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.30
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9833	98.33%
Caco-2	-	0.5538	55.38%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5412	54.12%
OATP2B1 inhibitior	-	0.8475	84.75%
OATP1B1 inhibitior	+	0.9452	94.52%
OATP1B3 inhibitior	+	0.9486	94.86%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9417	94.17%
P-glycoprotein inhibitior	-	0.9165	91.65%
P-glycoprotein substrate	-	0.8350	83.50%
CYP3A4 substrate	+	0.5361	53.61%
CYP2C9 substrate	+	0.6077	60.77%
CYP2D6 substrate	-	0.7669	76.69%
CYP3A4 inhibition	-	0.8814	88.14%
CYP2C9 inhibition	-	0.8259	82.59%
CYP2C19 inhibition	-	0.7950	79.50%
CYP2D6 inhibition	-	0.9309	93.09%
CYP1A2 inhibition	-	0.8223	82.23%
CYP2C8 inhibition	-	0.9597	95.97%
CYP inhibitory promiscuity	-	0.9145	91.45%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7838	78.38%
Carcinogenicity (trinary)	Non-required	0.5614	56.14%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.4925	49.25%
Skin irritation	-	0.5520	55.20%
Skin corrosion	-	0.8699	86.99%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4273	42.73%
Micronuclear	-	0.8541	85.41%
Hepatotoxicity	+	0.5074	50.74%
skin sensitisation	-	0.6822	68.22%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.4919	49.19%
Acute Oral Toxicity (c)	III	0.4957	49.57%
Estrogen receptor binding	+	0.5682	56.82%
Androgen receptor binding	+	0.5845	58.45%
Thyroid receptor binding	+	0.5865	58.65%
Glucocorticoid receptor binding	-	0.4719	47.19%
Aromatase binding	+	0.6415	64.15%
PPAR gamma	-	0.6478	64.78%
Honey bee toxicity	-	0.6873	68.73%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9770	97.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL284	P27487	Dipeptidyl peptidase IV	96.24%	95.69%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.36%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.43%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	89.48%	95.93%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	88.86%	92.86%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.73%	91.03%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.64%	96.38%
CHEMBL2179	P04062	Beta-glucocerebrosidase	85.32%	85.31%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	85.31%	99.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.58%	94.45%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	83.45%	97.47%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.15%	95.89%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.26%	98.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21777915
• LOTUS: LTS0004719
• wikiData: Q105339823