3-oxo-3-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-[4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[3-(4-hydroxyphenyl)prop-2-enoyloxymethyl]oxan-2-yl]oxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(E)-3-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[3-(4-hydroxyphenyl)prop-2-enoyloxymethyl]oxan-2-yl]oxyphenyl]prop-2-enoyl]oxymethyl]oxan-2-yl]oxyphenyl]-7-oxochromen-3-yl]oxyoxan-2-yl]methoxy]propanoic acid

Details

• Internal ID: 1740afca-c035-4b25-8bca-b6232b64eac3
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid 3p-O-p-coumaroyl glycosides
• IUPAC Name: 3-oxo-3-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-[4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[3-(4-hydroxyphenyl)prop-2-enoyloxymethyl]oxan-2-yl]oxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(E)-3-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[3-(4-hydroxyphenyl)prop-2-enoyloxymethyl]oxan-2-yl]oxyphenyl]prop-2-enoyl]oxymethyl]oxan-2-yl]oxyphenyl]-7-oxochromen-3-yl]oxyoxan-2-yl]methoxy]propanoic acid
• SMILES (Canonical): C1=CC(=CC=C1C=CC(=O)OCC2C(C(C(C(O2)OC3=CC=C(C=C3)C=CC(=O)OCC4C(C(C(C(O4)OC5=CC(=CC(=C5O)OC6C(C(C(C(O6)COC(=O)C=CC7=CC=C(C=C7)O)O)O)O)C8=C(C=C9C(=CC(=O)C=C9O8)O)OC1C(C(C(C(O1)COC(=O)CC(=O)O)O)O)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C=CC(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC=C(C=C3)/C=C/C(=O)OC[C@@H]4[C@H]([C@@H]([C@H]([C@@H](O4)OC5=CC(=CC(=C5O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)COC(=O)C=CC7=CC=C(C=C7)O)O)O)O)C8=C(C=C9C(=CC(=O)C=C9O8)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)COC(=O)CC(=O)O)O)O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C69H70O36/c70-33-10-1-29(2-11-33)7-16-48(76)93-25-43-53(81)57(85)61(89)66(102-43)97-36-14-5-31(6-15-36)9-18-50(78)95-27-45-55(83)59(87)63(91)68(104-45)100-41-20-32(19-40(52(41)80)99-67-62(90)58(86)54(82)44(103-67)26-94-49(77)17-8-30-3-12-34(71)13-4-30)65-42(23-37-38(73)21-35(72)22-39(37)98-65)101-69-64(92)60(88)56(84)46(105-69)28-96-51(79)24-47(74)75/h1-23,43-46,53-64,66-71,73,80-92H,24-28H2,(H,74,75)/b16-7?,17-8?,18-9+/t43-,44-,45-,46-,53-,54-,55-,56-,57+,58+,59+,60+,61-,62-,63-,64-,66-,67-,68-,69-/m1/s1
• InChI Key: RMWJDQQKPVRJPR-DGGDYASOSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₉H₇₀O₃₆
• Molecular Weight: 1475.30 g/mol
• Exact Mass: 1474.3646785 g/mol
• Topological Polar Surface Area (TPSA): 566.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -2.23
• H-Bond Acceptor: 35
• H-Bond Donor: 17
• Rotatable Bonds: 25

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5427	54.27%
Caco-2	-	0.8571	85.71%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.5411	54.11%
OATP2B1 inhibitior	-	0.8623	86.23%
OATP1B1 inhibitior	+	0.8574	85.74%
OATP1B3 inhibitior	+	0.9551	95.51%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9441	94.41%
P-glycoprotein inhibitior	+	0.7426	74.26%
P-glycoprotein substrate	+	0.5224	52.24%
CYP3A4 substrate	+	0.6902	69.02%
CYP2C9 substrate	-	0.6140	61.40%
CYP2D6 substrate	-	0.8692	86.92%
CYP3A4 inhibition	-	0.8828	88.28%
CYP2C9 inhibition	-	0.9197	91.97%
CYP2C19 inhibition	-	0.8636	86.36%
CYP2D6 inhibition	-	0.9113	91.13%
CYP1A2 inhibition	-	0.9207	92.07%
CYP2C8 inhibition	+	0.8575	85.75%
CYP inhibitory promiscuity	-	0.8887	88.87%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6279	62.79%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.8963	89.63%
Skin irritation	-	0.8270	82.70%
Skin corrosion	-	0.9526	95.26%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7448	74.48%
Micronuclear	+	0.7059	70.59%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.8650	86.50%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8864	88.64%
Acute Oral Toxicity (c)	III	0.4828	48.28%
Estrogen receptor binding	+	0.6553	65.53%
Androgen receptor binding	+	0.7430	74.30%
Thyroid receptor binding	+	0.6721	67.21%
Glucocorticoid receptor binding	+	0.7444	74.44%
Aromatase binding	+	0.6576	65.76%
PPAR gamma	+	0.7801	78.01%
Honey bee toxicity	-	0.7211	72.11%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9746	97.46%

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	99.51%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.48%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.10%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.00%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.27%	96.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.62%	99.15%
CHEMBL2581	P07339	Cathepsin D	93.88%	98.95%
CHEMBL3194	P02766	Transthyretin	93.78%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.33%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.03%	97.09%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	89.67%	95.64%
CHEMBL3437	Q16853	Amine oxidase, copper containing	88.27%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.76%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.24%	96.09%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.67%	95.83%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.45%	86.92%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.89%	96.95%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.53%	91.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.70%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	81.31%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.27%	94.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.65%	95.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.00%	95.89%

Plants that contains it

• Clitoria ternatea

Cross-Links

• PubChem: 101712456
• LOTUS: LTS0176395
• wikiData: Q105241100