8-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-chroman-3-yl]-5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromen-4-one

Details

• Internal ID: 7cb8c13e-a2fe-47d7-a60d-b05f0de70620
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: 8-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]-5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): C1=CC(=CC=C1C2C(C(=O)C3=C(C=C(C=C3O2)O)O)C4=C(C=C(C5=C4OC(=CC5=O)C6=CC=C(C=C6)O)O)OC7C(C(C(C(O7)CO)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C2C(C(=O)C3=C(C=C(C=C3O2)O)O)C4=C(C=C(C5=C4OC(=CC5=O)C6=CC=C(C=C6)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O
• InChI: InChI=1S/C36H30O15/c37-13-25-30(44)32(46)33(47)36(51-25)50-24-12-21(43)26-20(42)11-22(14-1-5-16(38)6-2-14)48-35(26)28(24)29-31(45)27-19(41)9-18(40)10-23(27)49-34(29)15-3-7-17(39)8-4-15/h1-12,25,29-30,32-34,36-41,43-44,46-47H,13H2/t25-,29?,30-,32+,33-,34?,36-/m1/s1
• InChI Key: KJCNUIUQRDNXFM-YWYCBELZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₃₀O₁₅
• Molecular Weight: 702.60 g/mol
• Exact Mass: 702.15847025 g/mol
• Topological Polar Surface Area (TPSA): 253.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.27
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 6

Synonyms

• [3,8'-Bi-4H-1-benzopyran]-4,4'-dione, 7'-(beta-D-glucopyranosyloxy)-2,3-dihydro-5,5',7-trihydroxy-2,2'-bis(4-hydroxyphenyl)-
• 8-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-chroman-3-yl]-5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6249	62.49%
Caco-2	-	0.9309	93.09%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5589	55.89%
OATP2B1 inhibitior	-	0.6893	68.93%
OATP1B1 inhibitior	+	0.8457	84.57%
OATP1B3 inhibitior	+	0.9680	96.80%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.8064	80.64%
P-glycoprotein inhibitior	+	0.6441	64.41%
P-glycoprotein substrate	-	0.6179	61.79%
CYP3A4 substrate	+	0.6600	66.00%
CYP2C9 substrate	-	0.8180	81.80%
CYP2D6 substrate	-	0.8549	85.49%
CYP3A4 inhibition	-	0.9184	91.84%
CYP2C9 inhibition	-	0.9174	91.74%
CYP2C19 inhibition	-	0.9299	92.99%
CYP2D6 inhibition	-	0.9641	96.41%
CYP1A2 inhibition	-	0.9320	93.20%
CYP2C8 inhibition	+	0.8336	83.36%
CYP inhibitory promiscuity	-	0.8782	87.82%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7263	72.63%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.8808	88.08%
Skin irritation	-	0.8274	82.74%
Skin corrosion	-	0.9638	96.38%
Ames mutagenesis	+	0.5999	59.99%
Human Ether-a-go-go-Related Gene inhibition	+	0.7517	75.17%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.9201	92.01%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.5911	59.11%
Acute Oral Toxicity (c)	IV	0.4205	42.05%
Estrogen receptor binding	+	0.8246	82.46%
Androgen receptor binding	+	0.7586	75.86%
Thyroid receptor binding	+	0.5796	57.96%
Glucocorticoid receptor binding	-	0.4808	48.08%
Aromatase binding	-	0.5780	57.80%
PPAR gamma	+	0.7260	72.60%
Honey bee toxicity	-	0.6592	65.92%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6349	63.49%
Fish aquatic toxicity	+	0.8695	86.95%

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	99.21%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.59%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.30%	94.00%
CHEMBL2581	P07339	Cathepsin D	94.94%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.01%	99.15%
CHEMBL3194	P02766	Transthyretin	92.92%	90.71%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	92.67%	95.78%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.49%	86.92%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.93%	96.21%
CHEMBL3401	O75469	Pregnane X receptor	90.55%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.24%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.13%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.96%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.69%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.25%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.21%	99.17%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.27%	91.71%
CHEMBL242	Q92731	Estrogen receptor beta	81.99%	98.35%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.05%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.63%	95.50%

Plants that contains it

• Garcinia multiflora

Cross-Links

• PubChem: 3001477
• NPASS: NPC121840