(4R,4aS,5R,7R)-4,7-dihydroxy-5-methyl-4a,5,6,7-tetrahydro-4H-naphthalen-1-one

Details

• Internal ID: 181f4b46-1c49-44c8-888c-74cb49dc4d91
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (4R,4aS,5R,7R)-4,7-dihydroxy-5-methyl-4a,5,6,7-tetrahydro-4H-naphthalen-1-one
• InChI: InChI=1S/C11H14O3/c1-6-4-7(12)5-8-9(13)2-3-10(14)11(6)8/h2-3,5-7,10-12,14H,4H2,1H3/t6-,7-,10-,11+/m1/s1
• InChI Key: UYGYXBOUYJLANA-CCXSFMJYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄O₃
• Molecular Weight: 194.23 g/mol
• Exact Mass: 194.094294304 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.43
• 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	+	1.0000	100.00%
Caco-2	+	0.5494	54.94%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6535	65.35%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.9439	94.39%
OATP1B3 inhibitior	+	0.9682	96.82%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9052	90.52%
BSEP inhibitior	-	0.9751	97.51%
P-glycoprotein inhibitior	-	0.9725	97.25%
P-glycoprotein substrate	-	0.8820	88.20%
CYP3A4 substrate	-	0.5345	53.45%
CYP2C9 substrate	-	0.8273	82.73%
CYP2D6 substrate	-	0.8706	87.06%
CYP3A4 inhibition	-	0.6919	69.19%
CYP2C9 inhibition	-	0.7450	74.50%
CYP2C19 inhibition	-	0.7075	70.75%
CYP2D6 inhibition	-	0.7720	77.20%
CYP1A2 inhibition	-	0.5646	56.46%
CYP2C8 inhibition	-	0.9633	96.33%
CYP inhibitory promiscuity	-	0.6464	64.64%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8613	86.13%
Carcinogenicity (trinary)	Non-required	0.4655	46.55%
Eye corrosion	-	0.9681	96.81%
Eye irritation	-	0.8294	82.94%
Skin irritation	-	0.5758	57.58%
Skin corrosion	-	0.8860	88.60%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6618	66.18%
Micronuclear	-	0.6551	65.51%
Hepatotoxicity	+	0.6834	68.34%
skin sensitisation	+	0.5698	56.98%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.6046	60.46%
Acute Oral Toxicity (c)	III	0.6156	61.56%
Estrogen receptor binding	-	0.8739	87.39%
Androgen receptor binding	-	0.7569	75.69%
Thyroid receptor binding	-	0.7698	76.98%
Glucocorticoid receptor binding	-	0.8615	86.15%
Aromatase binding	-	0.9538	95.38%
PPAR gamma	-	0.9095	90.95%
Honey bee toxicity	-	0.8962	89.62%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.8566	85.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	90.30%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.72%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.49%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.20%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.12%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.51%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.62%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.56%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.38%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.03%	100.00%

Plants that contains it

• Stachys chinensis

Cross-Links

• PubChem: 131106633
• LOTUS: LTS0244424
• wikiData: Q105281431