(4aR,9R,9aR)-9-hydroxy-4,4,6,9a-tetramethyl-1,2,3,4a,8,9-hexahydrobenzo[7]annulen-7-one

Details

• Internal ID: 475dcd82-db56-4c05-8e7d-078f9bcaf38a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Secondary alcohols
• IUPAC Name: (4aR,9R,9aR)-9-hydroxy-4,4,6,9a-tetramethyl-1,2,3,4a,8,9-hexahydrobenzo[7]annulen-7-one
• SMILES (Canonical): CC1=CC2C(CCCC2(C(CC1=O)O)C)(C)C
• SMILES (Isomeric): CC1=C[C@H]2[C@@](CCCC2(C)C)([C@@H](CC1=O)O)C
• InChI: InChI=1S/C15H24O2/c1-10-8-12-14(2,3)6-5-7-15(12,4)13(17)9-11(10)16/h8,12-13,17H,5-7,9H2,1-4H3/t12-,13-,15-/m1/s1
• InChI Key: URGWVRXTUFMUJH-UMVBOHGHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₂
• Molecular Weight: 236.35 g/mol
• Exact Mass: 236.177630004 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.10
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

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	+	0.9137	91.37%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6694	66.94%
OATP2B1 inhibitior	-	0.8494	84.94%
OATP1B1 inhibitior	+	0.8715	87.15%
OATP1B3 inhibitior	+	0.9618	96.18%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.9164	91.64%
P-glycoprotein inhibitior	-	0.8939	89.39%
P-glycoprotein substrate	-	0.9352	93.52%
CYP3A4 substrate	+	0.5486	54.86%
CYP2C9 substrate	+	1.0000	100.00%
CYP2D6 substrate	-	0.8653	86.53%
CYP3A4 inhibition	-	0.8229	82.29%
CYP2C9 inhibition	-	0.6985	69.85%
CYP2C19 inhibition	-	0.6263	62.63%
CYP2D6 inhibition	-	0.9480	94.80%
CYP1A2 inhibition	-	0.6770	67.70%
CYP2C8 inhibition	-	0.9100	91.00%
CYP inhibitory promiscuity	-	0.9243	92.43%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5166	51.66%
Eye corrosion	-	0.9850	98.50%
Eye irritation	+	0.5331	53.31%
Skin irritation	+	0.6844	68.44%
Skin corrosion	-	0.9611	96.11%
Ames mutagenesis	-	0.7837	78.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.5959	59.59%
skin sensitisation	+	0.5855	58.55%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.5517	55.17%
Acute Oral Toxicity (c)	III	0.6271	62.71%
Estrogen receptor binding	-	0.5584	55.84%
Androgen receptor binding	-	0.5880	58.80%
Thyroid receptor binding	-	0.5886	58.86%
Glucocorticoid receptor binding	-	0.7861	78.61%
Aromatase binding	-	0.6530	65.30%
PPAR gamma	-	0.7390	73.90%
Honey bee toxicity	-	0.8666	86.66%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9728	97.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1937	Q92769	Histone deacetylase 2	93.62%	94.75%
CHEMBL2581	P07339	Cathepsin D	93.04%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.24%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.70%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.85%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.41%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.37%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.30%	86.33%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.42%	93.04%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.85%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.46%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.32%	97.09%

Plants that contains it

• Illicium micranthum subsp. tsangii

Cross-Links

• PubChem: 10514007
• LOTUS: LTS0141980
• wikiData: Q105277774