6-{[6-({[3,5-dihydroxy-6-(hydroxymethyl)-4-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-5-hydroxy-8-methoxy-2-methyl-4H-benzo[g]chromen-4-one

Details

• Internal ID: 4a907cac-d18b-4e13-ae70-0d7e12e18c4c
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: 6-[6-[[3,5-dihydroxy-6-(hydroxymethyl)-4-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5-hydroxy-8-methoxy-2-methylbenzo[g]chromen-4-one
• SMILES (Canonical): CC1=CC(=O)C2=C(C3=C(C=C(C=C3C=C2O1)OC)OC4C(C(C(C(O4)COC5C(C(C(C(O5)CO)O)OC6C(C(C(C(O6)COC7C(C(C(C(O7)CO)O)O)O)O)O)O)O)O)O)O)O
• SMILES (Isomeric): CC1=CC(=O)C2=C(C3=C(C=C(C=C3C=C2O1)OC)OC4C(C(C(C(O4)COC5C(C(C(C(O5)CO)O)OC6C(C(C(C(O6)COC7C(C(C(C(O7)CO)O)O)O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C39H52O25/c1-11-3-14(42)22-15(58-11)5-12-4-13(55-2)6-16(21(12)27(22)47)59-38-32(52)29(49)24(44)19(62-38)10-57-37-34(54)35(26(46)18(8-41)61-37)64-39-33(53)30(50)25(45)20(63-39)9-56-36-31(51)28(48)23(43)17(7-40)60-36/h3-6,17-20,23-26,28-41,43-54H,7-10H2,1-2H3
• InChI Key: HFJDWELARBQGBQ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₅₂O₂₅
• Molecular Weight: 920.80 g/mol
• Exact Mass: 920.27976714 g/mol
• Topological Polar Surface Area (TPSA): 393.00 Ų
• XlogP: -4.70
• Atomic LogP (AlogP): -6.38
• H-Bond Acceptor: 25
• H-Bond Donor: 14
• Rotatable Bonds: 13

Synonyms

• 6-[6-[[3,5-dihydroxy-6-(hydroxymethyl)-4-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5-hydroxy-8-methoxy-2-methylbenzo[g]chromen-4-one
• 6-{[6-({[3,5-dihydroxy-6-(hydroxymethyl)-4-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-5-hydroxy-8-methoxy-2-methyl-4H-benzo[g]chromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6956	69.56%
Caco-2	-	0.8706	87.06%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5635	56.35%
OATP2B1 inhibitior	-	0.8635	86.35%
OATP1B1 inhibitior	+	0.8396	83.96%
OATP1B3 inhibitior	+	0.9723	97.23%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8761	87.61%
P-glycoprotein inhibitior	+	0.7026	70.26%
P-glycoprotein substrate	-	0.5325	53.25%
CYP3A4 substrate	+	0.6502	65.02%
CYP2C9 substrate	-	0.8740	87.40%
CYP2D6 substrate	-	0.8547	85.47%
CYP3A4 inhibition	-	0.9364	93.64%
CYP2C9 inhibition	-	0.9521	95.21%
CYP2C19 inhibition	-	0.9234	92.34%
CYP2D6 inhibition	-	0.9259	92.59%
CYP1A2 inhibition	-	0.9313	93.13%
CYP2C8 inhibition	+	0.5230	52.30%
CYP inhibitory promiscuity	-	0.8225	82.25%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6598	65.98%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9041	90.41%
Skin irritation	-	0.8449	84.49%
Skin corrosion	-	0.9681	96.81%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7760	77.60%
Micronuclear	+	0.5733	57.33%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.9231	92.31%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.7585	75.85%
Acute Oral Toxicity (c)	III	0.7432	74.32%
Estrogen receptor binding	+	0.8066	80.66%
Androgen receptor binding	+	0.6483	64.83%
Thyroid receptor binding	+	0.5641	56.41%
Glucocorticoid receptor binding	+	0.6465	64.65%
Aromatase binding	+	0.6082	60.82%
PPAR gamma	+	0.7362	73.62%
Honey bee toxicity	-	0.7547	75.47%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	-	0.4096	40.96%

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	99.40%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.73%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	95.30%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.22%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.41%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.63%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.57%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.39%	97.36%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.94%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.71%	89.00%
CHEMBL2581	P07339	Cathepsin D	87.69%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.82%	96.00%
CHEMBL4581	P52732	Kinesin-like protein 1	86.16%	93.18%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.91%	99.15%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.80%	96.21%
CHEMBL1873	P00750	Tissue-type plasminogen activator	82.60%	93.33%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	82.56%	94.42%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.10%	99.23%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.74%	96.95%

Plants that contains it

• Senna obtusifolia

Cross-Links

• PubChem: 85185010
• LOTUS: LTS0043501
• wikiData: Q105027357