(3S,9aR,10aS)-3-hydroxy-9,10a-dimethyl-3-propan-2-yl-2,3a,4,5a,9a,10-hexahydro-1H-benzo[f]azulen-5-one

Details

• Internal ID: 052949da-9428-4643-ab38-95723fdc8806
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Tertiary alcohols
• IUPAC Name: (3S,9aR,10aS)-3-hydroxy-9,10a-dimethyl-3-propan-2-yl-2,3a,4,5a,9a,10-hexahydro-1H-benzo[f]azulen-5-one
• InChI: InChI=1S/C19H28O2/c1-12(2)19(21)9-8-18(4)11-15-13(3)6-5-7-14(15)16(20)10-17(18)19/h5-7,12,14-15,17,21H,8-11H2,1-4H3/t14?,15-,17?,18-,19-/m0/s1
• InChI Key: TWWOWNXFXYCPLI-DBYUVAKTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈O₂
• Molecular Weight: 288.40 g/mol
• Exact Mass: 288.208930132 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.90
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.6020	60.20%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6226	62.26%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.9006	90.06%
OATP1B3 inhibitior	+	0.9525	95.25%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.9314	93.14%
P-glycoprotein inhibitior	-	0.8228	82.28%
P-glycoprotein substrate	-	0.7481	74.81%
CYP3A4 substrate	+	0.5866	58.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8563	85.63%
CYP3A4 inhibition	-	0.8968	89.68%
CYP2C9 inhibition	-	0.6992	69.92%
CYP2C19 inhibition	-	0.6972	69.72%
CYP2D6 inhibition	-	0.9413	94.13%
CYP1A2 inhibition	-	0.7493	74.93%
CYP2C8 inhibition	-	0.8321	83.21%
CYP inhibitory promiscuity	-	0.8998	89.98%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5367	53.67%
Eye corrosion	-	0.9825	98.25%
Eye irritation	-	0.9653	96.53%
Skin irritation	+	0.6912	69.12%
Skin corrosion	-	0.9654	96.54%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7118	71.18%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	+	0.5302	53.02%
skin sensitisation	+	0.6323	63.23%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.6513	65.13%
Acute Oral Toxicity (c)	III	0.7638	76.38%
Estrogen receptor binding	+	0.5635	56.35%
Androgen receptor binding	-	0.6251	62.51%
Thyroid receptor binding	-	0.4894	48.94%
Glucocorticoid receptor binding	+	0.5423	54.23%
Aromatase binding	-	0.6174	61.74%
PPAR gamma	-	0.5770	57.70%
Honey bee toxicity	-	0.8677	86.77%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9609	96.09%

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	95.41%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.70%	91.11%
CHEMBL284	P27487	Dipeptidyl peptidase IV	91.88%	95.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.75%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.49%	94.45%
CHEMBL2581	P07339	Cathepsin D	88.60%	98.95%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	88.41%	93.03%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.11%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.91%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.00%	85.14%
CHEMBL1937	Q92769	Histone deacetylase 2	84.14%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.99%	99.23%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.29%	93.40%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.75%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.14%	96.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163190571
• LOTUS: LTS0076443
• wikiData: Q105266162