(2S,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxane-2-carboxylic acid

Details

• Internal ID: f2799475-a5d7-4055-b537-1f7561b872b1
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-3-O-glucuronides
• IUPAC Name: (2S,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)C(=O)O)O)OC6C(C(C(C(O6)CO)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)C(=O)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)O)O
• InChI: InChI=1S/C33H38O21/c1-9-17(38)20(41)22(43)31(48-9)54-29-27(51-32-23(44)21(42)18(39)15(8-34)50-32)24(45)28(30(46)47)53-33(29)52-26-19(40)16-13(37)6-12(36)7-14(16)49-25(26)10-2-4-11(35)5-3-10/h2-7,9,15,17-18,20-24,27-29,31-39,41-45H,8H2,1H3,(H,46,47)/t9-,15+,17-,18+,20+,21-,22+,23+,24-,27-,28-,29+,31-,32-,33+/m0/s1
• InChI Key: FRCPIDSZWGDWDS-ZGRYEZLJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₃₈O₂₁
• Molecular Weight: 770.60 g/mol
• Exact Mass: 770.19055822 g/mol
• Topological Polar Surface Area (TPSA): 342.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -3.48
• H-Bond Acceptor: 20
• H-Bond Donor: 12
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5924	59.24%
Caco-2	-	0.9137	91.37%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.6519	65.19%
OATP2B1 inhibitior	-	0.7069	70.69%
OATP1B1 inhibitior	+	0.8636	86.36%
OATP1B3 inhibitior	+	0.9750	97.50%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.7776	77.76%
P-glycoprotein inhibitior	-	0.4739	47.39%
P-glycoprotein substrate	-	0.5083	50.83%
CYP3A4 substrate	+	0.6650	66.50%
CYP2C9 substrate	-	0.6454	64.54%
CYP2D6 substrate	-	0.8830	88.30%
CYP3A4 inhibition	-	0.9390	93.90%
CYP2C9 inhibition	-	0.9098	90.98%
CYP2C19 inhibition	-	0.9357	93.57%
CYP2D6 inhibition	-	0.9730	97.30%
CYP1A2 inhibition	-	0.9142	91.42%
CYP2C8 inhibition	+	0.8469	84.69%
CYP inhibitory promiscuity	-	0.8456	84.56%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7102	71.02%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9025	90.25%
Skin irritation	-	0.8380	83.80%
Skin corrosion	-	0.9569	95.69%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6691	66.91%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.9355	93.55%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.9301	93.01%
Acute Oral Toxicity (c)	III	0.5297	52.97%
Estrogen receptor binding	+	0.8290	82.90%
Androgen receptor binding	+	0.6761	67.61%
Thyroid receptor binding	+	0.5228	52.28%
Glucocorticoid receptor binding	-	0.4688	46.88%
Aromatase binding	+	0.5264	52.64%
PPAR gamma	+	0.7424	74.24%
Honey bee toxicity	-	0.7418	74.18%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8751	87.51%

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	99.29%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.94%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.11%	89.00%
CHEMBL2581	P07339	Cathepsin D	97.80%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.98%	86.33%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	95.29%	95.64%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.86%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	90.24%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.75%	95.56%
CHEMBL3194	P02766	Transthyretin	89.75%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.70%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.76%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.04%	86.92%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.45%	99.15%

Plants that contains it

• Diospyros rhombifolia

Cross-Links

• PubChem: 11331725
• LOTUS: LTS0179776
• wikiData: Q105000097