5-hydroxy-4a-methyl-8-methylidene-5,6,7,8a-tetrahydro-1H-naphthalen-2-one

Details

• Internal ID: e82e1781-0bf6-45e6-b33c-7d5725fd28c9
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: 5-hydroxy-4a-methyl-8-methylidene-5,6,7,8a-tetrahydro-1H-naphthalen-2-one
• SMILES (Canonical): CC12C=CC(=O)CC1C(=C)CCC2O
• SMILES (Isomeric): CC12C=CC(=O)CC1C(=C)CCC2O
• InChI: InChI=1S/C12H16O2/c1-8-3-4-11(14)12(2)6-5-9(13)7-10(8)12/h5-6,10-11,14H,1,3-4,7H2,2H3
• InChI Key: QHOKXDBQIFVQBR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₂
• Molecular Weight: 192.25 g/mol
• Exact Mass: 192.115029749 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.85
• 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	+	0.6446	64.46%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7276	72.76%
OATP2B1 inhibitior	-	0.8523	85.23%
OATP1B1 inhibitior	+	0.8961	89.61%
OATP1B3 inhibitior	+	0.9511	95.11%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6500	65.00%
BSEP inhibitior	-	0.8922	89.22%
P-glycoprotein inhibitior	-	0.9684	96.84%
P-glycoprotein substrate	-	0.8887	88.87%
CYP3A4 substrate	+	0.5638	56.38%
CYP2C9 substrate	-	0.7999	79.99%
CYP2D6 substrate	-	0.8660	86.60%
CYP3A4 inhibition	-	0.8015	80.15%
CYP2C9 inhibition	-	0.9086	90.86%
CYP2C19 inhibition	-	0.5784	57.84%
CYP2D6 inhibition	-	0.9463	94.63%
CYP1A2 inhibition	-	0.8356	83.56%
CYP2C8 inhibition	-	0.9621	96.21%
CYP inhibitory promiscuity	-	0.9125	91.25%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5020	50.20%
Eye corrosion	-	0.9844	98.44%
Eye irritation	+	0.6387	63.87%
Skin irritation	+	0.5327	53.27%
Skin corrosion	-	0.9511	95.11%
Ames mutagenesis	-	0.8800	88.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4596	45.96%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.7053	70.53%
skin sensitisation	+	0.5904	59.04%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.6626	66.26%
Acute Oral Toxicity (c)	III	0.7783	77.83%
Estrogen receptor binding	-	0.8493	84.93%
Androgen receptor binding	-	0.5742	57.42%
Thyroid receptor binding	-	0.8443	84.43%
Glucocorticoid receptor binding	-	0.5906	59.06%
Aromatase binding	-	0.8194	81.94%
PPAR gamma	-	0.7386	73.86%
Honey bee toxicity	-	0.9364	93.64%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9760	97.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	94.04%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.35%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.35%	100.00%
CHEMBL2581	P07339	Cathepsin D	89.91%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.90%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.70%	96.09%
CHEMBL1871	P10275	Androgen Receptor	83.42%	96.43%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.97%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.19%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.84%	97.09%

Plants that contains it

• Caragana korshinskii

Cross-Links

• PubChem: 85416120
• LOTUS: LTS0272224
• wikiData: Q105221048