(6S)-6-hydroxy-1-(hydroxymethyl)-6-methyl-2,7,8,9-tetrahydro-1H-naphtho[1,2-g][1]benzofuran-10,11-dione

Details

• Internal ID: 42625747-6bf6-473e-b051-19bd6d5900b5
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids > 11-oxosteroids
• IUPAC Name: (6S)-6-hydroxy-1-(hydroxymethyl)-6-methyl-2,7,8,9-tetrahydro-1H-naphtho[1,2-g][1]benzofuran-10,11-dione
• InChI: InChI=1S/C18H18O5/c1-18(22)6-2-3-10-12(18)5-4-11-14(10)16(21)15(20)13-9(7-19)8-23-17(11)13/h4-5,9,19,22H,2-3,6-8H2,1H3/t9?,18-/m0/s1
• InChI Key: QOVVJMXNUMJWNT-AHMWTOSDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₅
• Molecular Weight: 314.30 g/mol
• Exact Mass: 314.11542367 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.35
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9892	98.92%
Caco-2	+	0.6333	63.33%
Blood Brain Barrier	+	0.6202	62.02%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8287	82.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8864	88.64%
OATP1B3 inhibitior	+	0.9524	95.24%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.5088	50.88%
BSEP inhibitior	-	0.6103	61.03%
P-glycoprotein inhibitior	-	0.8904	89.04%
P-glycoprotein substrate	-	0.5349	53.49%
CYP3A4 substrate	+	0.6068	60.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8420	84.20%
CYP3A4 inhibition	-	0.7405	74.05%
CYP2C9 inhibition	-	0.7357	73.57%
CYP2C19 inhibition	-	0.7857	78.57%
CYP2D6 inhibition	-	0.8892	88.92%
CYP1A2 inhibition	-	0.6341	63.41%
CYP2C8 inhibition	-	0.7690	76.90%
CYP inhibitory promiscuity	-	0.8023	80.23%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.4677	46.77%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.7229	72.29%
Skin irritation	-	0.5870	58.70%
Skin corrosion	-	0.9355	93.55%
Ames mutagenesis	+	0.5946	59.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.6015	60.15%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5424	54.24%
skin sensitisation	-	0.8797	87.97%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.8170	81.70%
Acute Oral Toxicity (c)	III	0.5703	57.03%
Estrogen receptor binding	+	0.8518	85.18%
Androgen receptor binding	+	0.7098	70.98%
Thyroid receptor binding	-	0.5623	56.23%
Glucocorticoid receptor binding	+	0.8518	85.18%
Aromatase binding	-	0.5408	54.08%
PPAR gamma	+	0.8872	88.72%
Honey bee toxicity	-	0.9420	94.20%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9690	96.90%

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	98.62%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.28%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.17%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.02%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.33%	97.09%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	89.26%	85.94%
CHEMBL1951	P21397	Monoamine oxidase A	86.65%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.55%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.08%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.74%	95.89%
CHEMBL3180	O00748	Carboxylesterase 2	83.32%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.74%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.66%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.50%	86.33%
CHEMBL5555	O00767	Acyl-CoA desaturase	80.62%	97.50%

Plants that contains it

• Salvia miltiorrhiza

Cross-Links

• PubChem: 101493020
• NPASS: NPC127584