[(4S,5aR,6R,9aS,9bR)-4,6-dihydroxy-5a,9-dimethyl-2-oxo-4,5,6,7,9a,9b-hexahydrobenzo[g][1]benzofuran-3-yl]methyl acetate

Details

• Internal ID: 5c2eba7a-a318-4107-b5f7-f1a7cabf05d3
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: [(4S,5aR,6R,9aS,9bR)-4,6-dihydroxy-5a,9-dimethyl-2-oxo-4,5,6,7,9a,9b-hexahydrobenzo[g][1]benzofuran-3-yl]methyl acetate
• InChI: InChI=1S/C17H22O6/c1-8-4-5-12(20)17(3)6-11(19)13-10(7-22-9(2)18)16(21)23-15(13)14(8)17/h4,11-12,14-15,19-20H,5-7H2,1-3H3/t11-,12+,14+,15-,17-/m0/s1
• InChI Key: YLZRFDXWFCVDAG-FDCPPYJTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₆
• Molecular Weight: 322.40 g/mol
• Exact Mass: 322.14163842 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): 0.87
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9927	99.27%
Caco-2	+	0.5056	50.56%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8235	82.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9042	90.42%
OATP1B3 inhibitior	+	0.9632	96.32%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9114	91.14%
BSEP inhibitior	-	0.8138	81.38%
P-glycoprotein inhibitior	-	0.7464	74.64%
P-glycoprotein substrate	-	0.8100	81.00%
CYP3A4 substrate	+	0.6527	65.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9055	90.55%
CYP3A4 inhibition	-	0.5846	58.46%
CYP2C9 inhibition	-	0.8511	85.11%
CYP2C19 inhibition	-	0.9248	92.48%
CYP2D6 inhibition	-	0.9604	96.04%
CYP1A2 inhibition	-	0.8014	80.14%
CYP2C8 inhibition	-	0.6710	67.10%
CYP inhibitory promiscuity	-	0.8084	80.84%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5072	50.72%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9045	90.45%
Skin irritation	+	0.5607	56.07%
Skin corrosion	-	0.9487	94.87%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7874	78.74%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.6960	69.60%
skin sensitisation	-	0.8908	89.08%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.5480	54.80%
Acute Oral Toxicity (c)	I	0.4189	41.89%
Estrogen receptor binding	+	0.6258	62.58%
Androgen receptor binding	+	0.6005	60.05%
Thyroid receptor binding	+	0.5249	52.49%
Glucocorticoid receptor binding	+	0.7348	73.48%
Aromatase binding	-	0.7194	71.94%
PPAR gamma	+	0.5425	54.25%
Honey bee toxicity	-	0.7291	72.91%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5450	54.50%
Fish aquatic toxicity	+	0.9960	99.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.76%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.81%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.20%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.41%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.08%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.88%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.82%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.81%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.72%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.41%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	85.26%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.13%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.71%	99.17%

Plants that contains it

• Brocchia cinerea

Cross-Links

• PubChem: 14137563
• LOTUS: LTS0133394
• wikiData: Q105350415