(4aS,5S,7S,8aS)-7,8a-dihydroxy-4a,5-dimethyl-5,6,7,8-tetrahydro-1H-naphthalen-2-one

Details

• Internal ID: ad53265f-eb8b-433b-8175-a7fc8b485c31
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (4aS,5S,7S,8aS)-7,8a-dihydroxy-4a,5-dimethyl-5,6,7,8-tetrahydro-1H-naphthalen-2-one
• SMILES (Canonical): CC1CC(CC2(C1(C=CC(=O)C2)C)O)O
• SMILES (Isomeric): C[C@H]1C[C@@H](C[C@]2([C@@]1(C=CC(=O)C2)C)O)O
• InChI: InChI=1S/C12H18O3/c1-8-5-10(14)7-12(15)6-9(13)3-4-11(8,12)2/h3-4,8,10,14-15H,5-7H2,1-2H3/t8-,10-,11+,12+/m0/s1
• InChI Key: MOQZZRLTMQDCLA-OHBODLIOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₃
• Molecular Weight: 210.27 g/mol
• Exact Mass: 210.125594432 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.04
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9939	99.39%
Caco-2	+	0.8663	86.63%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5111	51.11%
OATP2B1 inhibitior	-	0.8538	85.38%
OATP1B1 inhibitior	+	0.9507	95.07%
OATP1B3 inhibitior	+	0.9770	97.70%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8588	85.88%
BSEP inhibitior	-	0.8044	80.44%
P-glycoprotein inhibitior	-	0.9673	96.73%
P-glycoprotein substrate	-	0.8176	81.76%
CYP3A4 substrate	+	0.5657	56.57%
CYP2C9 substrate	-	0.8117	81.17%
CYP2D6 substrate	-	0.8802	88.02%
CYP3A4 inhibition	-	0.6271	62.71%
CYP2C9 inhibition	-	0.8074	80.74%
CYP2C19 inhibition	-	0.8223	82.23%
CYP2D6 inhibition	-	0.9269	92.69%
CYP1A2 inhibition	-	0.7041	70.41%
CYP2C8 inhibition	-	0.9583	95.83%
CYP inhibitory promiscuity	-	0.8327	83.27%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5417	54.17%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.7672	76.72%
Skin irritation	+	0.5618	56.18%
Skin corrosion	-	0.8650	86.50%
Ames mutagenesis	-	0.6864	68.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.7998	79.98%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5922	59.22%
skin sensitisation	-	0.5781	57.81%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6096	60.96%
Acute Oral Toxicity (c)	III	0.4795	47.95%
Estrogen receptor binding	-	0.7041	70.41%
Androgen receptor binding	-	0.6253	62.53%
Thyroid receptor binding	-	0.6355	63.55%
Glucocorticoid receptor binding	-	0.6924	69.24%
Aromatase binding	-	0.7158	71.58%
PPAR gamma	-	0.7200	72.00%
Honey bee toxicity	-	0.8967	89.67%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9549	95.49%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.88%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.96%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.84%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.30%	100.00%
CHEMBL4208	P20618	Proteasome component C5	88.23%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.96%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.59%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.90%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.09%	89.00%
CHEMBL2581	P07339	Cathepsin D	82.55%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.44%	82.69%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.74%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.15%	94.45%

Plants that contains it

• Ondetia linearis

Cross-Links

• PubChem: 14357600
• LOTUS: LTS0271249
• wikiData: Q105169097