7,8-dihydroxy-5-[2-oxo-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-8-yl]oxychromen-2-one

Details

• Internal ID: 7e5d123b-8368-4e89-888a-5bedcfe6e98e
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Coumarin glycosides
• IUPAC Name: 7,8-dihydroxy-5-[2-oxo-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-8-yl]oxychromen-2-one
• SMILES (Canonical): C1=CC(=C(C2=C1C=CC(=O)O2)OC3=C4C=CC(=O)OC4=C(C(=C3)O)O)OC5C(C(C(C(O5)CO)O)O)O
• SMILES (Isomeric): C1=CC(=C(C2=C1C=CC(=O)O2)OC3=C4C=CC(=O)OC4=C(C(=C3)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O
• InChI: InChI=1S/C24H20O13/c25-8-14-18(30)19(31)20(32)24(35-14)34-12-4-1-9-2-5-15(27)36-21(9)23(12)33-13-7-11(26)17(29)22-10(13)3-6-16(28)37-22/h1-7,14,18-20,24-26,29-32H,8H2/t14-,18-,19+,20-,24-/m1/s1
• InChI Key: CYDBPEVEMHNOKI-TUDFTFLDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₀O₁₃
• Molecular Weight: 516.40 g/mol
• Exact Mass: 516.09039069 g/mol
• Topological Polar Surface Area (TPSA): 202.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.28
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7015	70.15%
Caco-2	-	0.9420	94.20%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.4871	48.71%
OATP2B1 inhibitior	-	0.5408	54.08%
OATP1B1 inhibitior	+	0.8720	87.20%
OATP1B3 inhibitior	+	0.9653	96.53%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.6632	66.32%
P-glycoprotein inhibitior	-	0.5275	52.75%
P-glycoprotein substrate	-	0.7730	77.30%
CYP3A4 substrate	+	0.5589	55.89%
CYP2C9 substrate	-	0.8139	81.39%
CYP2D6 substrate	-	0.8571	85.71%
CYP3A4 inhibition	-	0.9165	91.65%
CYP2C9 inhibition	-	0.9247	92.47%
CYP2C19 inhibition	-	0.9108	91.08%
CYP2D6 inhibition	-	0.9548	95.48%
CYP1A2 inhibition	-	0.9342	93.42%
CYP2C8 inhibition	+	0.5711	57.11%
CYP inhibitory promiscuity	-	0.9190	91.90%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7230	72.30%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.8955	89.55%
Skin irritation	-	0.8259	82.59%
Skin corrosion	-	0.9659	96.59%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3901	39.01%
Micronuclear	+	0.6133	61.33%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8949	89.49%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7184	71.84%
Acute Oral Toxicity (c)	III	0.4047	40.47%
Estrogen receptor binding	+	0.7520	75.20%
Androgen receptor binding	+	0.7413	74.13%
Thyroid receptor binding	-	0.5202	52.02%
Glucocorticoid receptor binding	+	0.5489	54.89%
Aromatase binding	-	0.5695	56.95%
PPAR gamma	+	0.6772	67.72%
Honey bee toxicity	-	0.8232	82.32%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7049	70.49%
Fish aquatic toxicity	+	0.8369	83.69%

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	99.10%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.57%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	94.18%	91.49%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	90.52%	83.57%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.41%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.04%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.00%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.30%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.67%	86.92%
CHEMBL2581	P07339	Cathepsin D	86.97%	98.95%
CHEMBL3194	P02766	Transthyretin	86.02%	90.71%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.01%	89.62%
CHEMBL3401	O75469	Pregnane X receptor	85.86%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.37%	96.95%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.55%	95.78%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.35%	99.23%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.87%	97.21%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.78%	95.83%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.83%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.57%	94.45%
CHEMBL1255126	O15151	Protein Mdm4	80.43%	90.20%

Plants that contains it

• Daphne feddei
• Solanum aculeatissimum

Cross-Links

• PubChem: 56955152
• NPASS: NPC300781