3-[[(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-[4-hydroxy-3-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-[(2S,3R,4S,5S,6S)-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]chromenylium-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-oxopropanoic acid

Details

• Internal ID: a2bae3a5-fd73-496c-9bea-ecf9dccb4440
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanidin 3p-O-p-coumaroyl glycosides > Anthocyanidin 3p-O-6-p-coumaroyl glycosides
• IUPAC Name: 3-[[(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-[4-hydroxy-3-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-[(2S,3R,4S,5S,6S)-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]chromenylium-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-oxopropanoic 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)CO)O)O)O)C7=[O+]C8=CC(=CC(=C8C=C7OC9C(C(C(C(O9)COC(=O)CC(=O)O)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)CO)O)O)O)C7=[O+]C8=CC(=CC(=C8C=C7O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)COC(=O)CC(=O)O)O)O)O)O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C60H64O34/c61-19-35-44(71)48(75)53(80)58(91-35)88-32-13-25(56-34(17-29-30(64)15-27(63)16-31(29)87-56)90-60-55(82)51(78)47(74)38(94-60)22-85-42(69)18-39(65)66)14-33(43(32)70)89-59-54(81)50(77)46(73)37(93-59)21-84-41(68)12-6-24-3-9-28(10-4-24)86-57-52(79)49(76)45(72)36(92-57)20-83-40(67)11-5-23-1-7-26(62)8-2-23/h1-17,35-38,44-55,57-61,71-82H,18-22H2,(H4-,62,63,64,65,66,67,70)/p+1/b12-6+/t35-,36-,37+,38-,44-,45-,46-,47-,48+,49+,50+,51+,52-,53+,54-,55-,57-,58-,59-,60-/m1/s1
• InChI Key: FXZMULPLRTXRTF-ISFIRKPISA-O
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₀H₆₅O₃₄+
• Molecular Weight: 1330.10 g/mol
• Exact Mass: 1329.3357241 g/mol
• Topological Polar Surface Area (TPSA): 535.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -3.53
• H-Bond Acceptor: 32
• H-Bond Donor: 18
• Rotatable Bonds: 22

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7056	70.56%
Caco-2	-	0.8582	85.82%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Nucleus	0.5340	53.40%
OATP2B1 inhibitior	-	0.8619	86.19%
OATP1B1 inhibitior	+	0.8581	85.81%
OATP1B3 inhibitior	+	0.9618	96.18%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9558	95.58%
P-glycoprotein inhibitior	+	0.7428	74.28%
P-glycoprotein substrate	-	0.5054	50.54%
CYP3A4 substrate	+	0.6870	68.70%
CYP2C9 substrate	-	0.7946	79.46%
CYP2D6 substrate	-	0.8623	86.23%
CYP3A4 inhibition	-	0.8993	89.93%
CYP2C9 inhibition	-	0.9335	93.35%
CYP2C19 inhibition	-	0.8752	87.52%
CYP2D6 inhibition	-	0.9041	90.41%
CYP1A2 inhibition	-	0.8957	89.57%
CYP2C8 inhibition	+	0.8746	87.46%
CYP inhibitory promiscuity	-	0.9125	91.25%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6545	65.45%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.8969	89.69%
Skin irritation	-	0.8208	82.08%
Skin corrosion	-	0.9504	95.04%
Ames mutagenesis	-	0.6670	66.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7609	76.09%
Micronuclear	+	0.6359	63.59%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.8731	87.31%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8909	89.09%
Acute Oral Toxicity (c)	III	0.4561	45.61%
Estrogen receptor binding	+	0.6960	69.60%
Androgen receptor binding	+	0.7168	71.68%
Thyroid receptor binding	+	0.6678	66.78%
Glucocorticoid receptor binding	+	0.7303	73.03%
Aromatase binding	+	0.6210	62.10%
PPAR gamma	+	0.7813	78.13%
Honey bee toxicity	-	0.7077	70.77%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9536	95.36%

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	99.61%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.09%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.67%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.93%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.72%	99.17%
CHEMBL3194	P02766	Transthyretin	93.84%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.67%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.24%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	91.30%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.90%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.60%	95.56%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	87.67%	95.83%
CHEMBL2581	P07339	Cathepsin D	87.52%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.10%	95.89%
CHEMBL3437	Q16853	Amine oxidase, copper containing	84.76%	94.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.24%	86.92%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.22%	95.50%
CHEMBL4208	P20618	Proteasome component C5	80.97%	90.00%
CHEMBL2243	O00519	Anandamide amidohydrolase	80.92%	97.53%

Plants that contains it

• Clitoria ternatea

Cross-Links

• PubChem: 163191766
• LOTUS: LTS0215426
• wikiData: Q105004380