[(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-[[(E)-3-[3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(E)-3-[3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoyl]oxymethyl]oxan-2-yl]oxyphenyl]prop-2-enoyl]oxymethyl]oxan-2-yl]oxyphenyl]-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-7-yl]oxyoxan-2-yl]methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate

Details

• Internal ID: eacc0bf3-9613-47a1-bf89-b0f0dab0e208
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanidin 7-O-p-coumaroyl glycosides > Anthocyanidin 7-O-6-p-coumaroyl glycosides
• IUPAC Name: [(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-[[(E)-3-[3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(E)-3-[3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoyl]oxymethyl]oxan-2-yl]oxyphenyl]prop-2-enoyl]oxymethyl]oxan-2-yl]oxyphenyl]-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-7-yl]oxyoxan-2-yl]methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate
• InChI: InChI=1S/C72H78O40/c73-22-44-52(84)57(89)63(95)69(108-44)104-39-10-2-28(16-37(39)79)5-13-50(82)100-25-47-55(87)60(92)65(97)70(111-47)105-40-11-3-29(17-38(40)80)6-14-51(83)101-26-48-56(88)61(93)66(98)71(112-48)106-42-18-30(7-9-34(42)76)67-43(107-72-64(96)58(90)53(85)45(23-74)109-72)21-32-35(77)19-31(20-41(32)103-67)102-68-62(94)59(91)54(86)46(110-68)24-99-49(81)12-4-27-1-8-33(75)36(78)15-27/h1-21,44-48,52-66,68-74,84-98H,22-26H2,(H5-,75,76,77,78,79,80,81)/p+1/b13-5+,14-6+/t44-,45-,46-,47-,48-,52-,53-,54-,55-,56-,57+,58+,59+,60+,61+,62-,63-,64-,65-,66-,68-,69-,70-,71-,72-/m1/s1
• InChI Key: WUGGISGJRXIGPM-YCVRHPSWSA-O
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇₂H₇₉O₄₀+
• Molecular Weight: 1584.40 g/mol
• Exact Mass: 1583.4147623 g/mol
• Topological Polar Surface Area (TPSA): 637.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -4.70
• H-Bond Acceptor: 39
• H-Bond Donor: 23
• Rotatable Bonds: 25

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7695	76.95%
Caco-2	-	0.8573	85.73%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Nucleus	0.4984	49.84%
OATP2B1 inhibitior	-	0.8617	86.17%
OATP1B1 inhibitior	+	0.8941	89.41%
OATP1B3 inhibitior	+	0.9736	97.36%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9693	96.93%
P-glycoprotein inhibitior	+	0.7427	74.27%
P-glycoprotein substrate	-	0.6225	62.25%
CYP3A4 substrate	+	0.6627	66.27%
CYP2C9 substrate	-	0.8045	80.45%
CYP2D6 substrate	-	0.8622	86.22%
CYP3A4 inhibition	-	0.9408	94.08%
CYP2C9 inhibition	-	0.8977	89.77%
CYP2C19 inhibition	-	0.8553	85.53%
CYP2D6 inhibition	-	0.9269	92.69%
CYP1A2 inhibition	-	0.9141	91.41%
CYP2C8 inhibition	+	0.8368	83.68%
CYP inhibitory promiscuity	-	0.8246	82.46%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6709	67.09%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.8965	89.65%
Skin irritation	-	0.8257	82.57%
Skin corrosion	-	0.9534	95.34%
Ames mutagenesis	+	0.5363	53.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.7901	79.01%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.8571	85.71%
skin sensitisation	-	0.8765	87.65%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8609	86.09%
Acute Oral Toxicity (c)	IV	0.3956	39.56%
Estrogen receptor binding	+	0.6595	65.95%
Androgen receptor binding	+	0.7431	74.31%
Thyroid receptor binding	+	0.6748	67.48%
Glucocorticoid receptor binding	+	0.7511	75.11%
Aromatase binding	+	0.6618	66.18%
PPAR gamma	+	0.7884	78.84%
Honey bee toxicity	-	0.6972	69.72%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9324	93.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.93%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.80%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.25%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.77%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.38%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.56%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.48%	99.15%
CHEMBL3194	P02766	Transthyretin	93.37%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.19%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.93%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.79%	97.09%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	90.37%	95.78%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	86.56%	83.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.85%	94.45%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.34%	89.62%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	82.67%	80.78%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.58%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.88%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	81.45%	94.73%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.36%	95.83%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.33%	95.50%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.21%	97.28%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.69%	92.94%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.48%	96.61%
CHEMBL2581	P07339	Cathepsin D	80.32%	98.95%

Plants that contains it

• Syzygium aromaticum

Cross-Links

• PubChem: 101683141
• NPASS: NPC18027