[3,8,10-trihydroxy-9-methoxy-6-oxo-4-(3,4,5-trihydroxybenzoyl)oxy-3,4,4a,10b-tetrahydro-2H-pyrano[3,2-c]isochromen-2-yl]methyl 3,4,5-trihydroxybenzoate

Details

• Internal ID: 30998283-757a-40df-827c-050389d926d3
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones
• IUPAC Name: [3,8,10-trihydroxy-9-methoxy-6-oxo-4-(3,4,5-trihydroxybenzoyl)oxy-3,4,4a,10b-tetrahydro-2H-pyrano[3,2-c]isochromen-2-yl]methyl 3,4,5-trihydroxybenzoate
• SMILES (Canonical): COC1=C(C=C2C(=C1O)C3C(C(C(C(O3)COC(=O)C4=CC(=C(C(=C4)O)O)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O)OC2=O)O
• SMILES (Isomeric): COC1=C(C=C2C(=C1O)C3C(C(C(C(O3)COC(=O)C4=CC(=C(C(=C4)O)O)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O)OC2=O)O
• InChI: InChI=1S/C28H24O17/c1-41-22-15(33)6-10-17(21(22)37)23-25(45-28(10)40)24(44-27(39)9-4-13(31)19(35)14(32)5-9)20(36)16(43-23)7-42-26(38)8-2-11(29)18(34)12(30)3-8/h2-6,16,20,23-25,29-37H,7H2,1H3
• InChI Key: LASUFZXDCFZCRI-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₄O₁₇
• Molecular Weight: 632.50 g/mol
• Exact Mass: 632.10134929 g/mol
• Topological Polar Surface Area (TPSA): 279.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.76
• H-Bond Acceptor: 17
• H-Bond Donor: 9
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5743	57.43%
Caco-2	-	0.8719	87.19%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5880	58.80%
OATP2B1 inhibitior	-	0.8497	84.97%
OATP1B1 inhibitior	-	0.6423	64.23%
OATP1B3 inhibitior	+	0.9449	94.49%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8982	89.82%
P-glycoprotein inhibitior	+	0.6728	67.28%
P-glycoprotein substrate	-	0.7218	72.18%
CYP3A4 substrate	+	0.6328	63.28%
CYP2C9 substrate	-	0.8067	80.67%
CYP2D6 substrate	-	0.8206	82.06%
CYP3A4 inhibition	-	0.9068	90.68%
CYP2C9 inhibition	-	0.9087	90.87%
CYP2C19 inhibition	-	0.8813	88.13%
CYP2D6 inhibition	-	0.9586	95.86%
CYP1A2 inhibition	-	0.8613	86.13%
CYP2C8 inhibition	+	0.5366	53.66%
CYP inhibitory promiscuity	-	0.8958	89.58%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6909	69.09%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.8734	87.34%
Skin irritation	-	0.8235	82.35%
Skin corrosion	-	0.9528	95.28%
Ames mutagenesis	-	0.5708	57.08%
Human Ether-a-go-go-Related Gene inhibition	+	0.7856	78.56%
Micronuclear	+	0.7092	70.92%
Hepatotoxicity	-	0.6592	65.92%
skin sensitisation	-	0.8975	89.75%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.9084	90.84%
Acute Oral Toxicity (c)	III	0.7299	72.99%
Estrogen receptor binding	+	0.7245	72.45%
Androgen receptor binding	+	0.7076	70.76%
Thyroid receptor binding	+	0.5199	51.99%
Glucocorticoid receptor binding	+	0.6495	64.95%
Aromatase binding	-	0.5744	57.44%
PPAR gamma	+	0.6775	67.75%
Honey bee toxicity	-	0.8136	81.36%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8234	82.34%

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	98.84%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.39%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	92.78%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.12%	96.09%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	91.57%	83.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.18%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.04%	99.17%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	89.00%	95.64%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.86%	89.00%
CHEMBL2581	P07339	Cathepsin D	86.56%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	85.94%	94.73%
CHEMBL5255	O00206	Toll-like receptor 4	83.73%	92.50%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	83.31%	98.21%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.17%	92.62%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	83.05%	95.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.89%	99.23%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	82.14%	94.42%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.68%	85.14%
CHEMBL4208	P20618	Proteasome component C5	81.24%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.99%	95.56%

Plants that contains it

• Mallotus japonicus
• Rodgersia podophylla

Cross-Links

• PubChem: 14464346
• LOTUS: LTS0143813
• wikiData: Q105148921