[(2S,4aR,6aS,7R,9S,10R,10aR,10bS)-10-acetyloxy-2-(furan-3-yl)-10b-methyl-4-oxo-7-[(2R,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,4a,5,6,6a,7,8,9,10,10a-decahydro-1H-benzo[f]isochromen-9-yl] acetate

Details

• Internal ID: c01d753c-3314-4fc2-8193-9fc548c72553
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: [(2S,4aR,6aS,7R,9S,10R,10aR,10bS)-10-acetyloxy-2-(furan-3-yl)-10b-methyl-4-oxo-7-[(2R,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,4a,5,6,6a,7,8,9,10,10a-decahydro-1H-benzo[f]isochromen-9-yl] acetate
• InChI: InChI=1S/C28H38O13/c1-12(30)37-18-8-17(40-27-24(34)23(33)22(32)20(10-29)41-27)15-4-5-16-26(35)39-19(14-6-7-36-11-14)9-28(16,3)21(15)25(18)38-13(2)31/h6-7,11,15-25,27,29,32-34H,4-5,8-10H2,1-3H3/t15-,16+,17-,18+,19+,20+,21+,22-,23+,24-,25+,27-,28-/m1/s1
• InChI Key: PESHKZMKILHZFJ-DNECIHPDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₈O₁₃
• Molecular Weight: 582.60 g/mol
• Exact Mass: 582.23124126 g/mol
• Topological Polar Surface Area (TPSA): 191.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.37
• H-Bond Acceptor: 13
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6941	69.41%
Caco-2	-	0.8577	85.77%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8375	83.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7454	74.54%
OATP1B3 inhibitior	+	0.9203	92.03%
MATE1 inhibitior	-	0.9012	90.12%
OCT2 inhibitior	-	0.6787	67.87%
BSEP inhibitior	+	0.8658	86.58%
P-glycoprotein inhibitior	+	0.5756	57.56%
P-glycoprotein substrate	-	0.6226	62.26%
CYP3A4 substrate	+	0.7138	71.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8706	87.06%
CYP3A4 inhibition	-	0.7601	76.01%
CYP2C9 inhibition	-	0.8859	88.59%
CYP2C19 inhibition	-	0.9140	91.40%
CYP2D6 inhibition	-	0.9587	95.87%
CYP1A2 inhibition	-	0.8970	89.70%
CYP2C8 inhibition	+	0.4793	47.93%
CYP inhibitory promiscuity	-	0.8994	89.94%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6448	64.48%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9401	94.01%
Skin irritation	-	0.6910	69.10%
Skin corrosion	-	0.9432	94.32%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7666	76.66%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.5851	58.51%
skin sensitisation	-	0.9463	94.63%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.5362	53.62%
Acute Oral Toxicity (c)	I	0.6537	65.37%
Estrogen receptor binding	+	0.8066	80.66%
Androgen receptor binding	+	0.6388	63.88%
Thyroid receptor binding	-	0.6003	60.03%
Glucocorticoid receptor binding	+	0.6489	64.89%
Aromatase binding	-	0.4875	48.75%
PPAR gamma	+	0.6348	63.48%
Honey bee toxicity	-	0.6988	69.88%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9747	97.47%

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	98.42%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.27%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.32%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.89%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.57%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.42%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.55%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	86.63%	92.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.41%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.06%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.51%	86.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.05%	91.24%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.05%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.62%	95.56%
CHEMBL2581	P07339	Cathepsin D	81.82%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.13%	97.25%
CHEMBL2996	Q05655	Protein kinase C delta	80.75%	97.79%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.51%	95.83%

Plants that contains it

• Tinospora sinensis

Cross-Links

• PubChem: 163031792
• LOTUS: LTS0163767
• wikiData: Q105207301