[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[7-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-(3,4,5-trihydroxyphenyl)chromenylium-3-yl]oxyoxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: 392a409e-2734-496c-bd26-7fa949a3a65c
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanidin 3-O-p-coumaroyl glycosides > Anthocyanidin 3-O-6-p-coumaroyl glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[7-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-(3,4,5-trihydroxyphenyl)chromenylium-3-yl]oxyoxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): C1=CC(=CC=C1C=CC(=O)OCC2C(C(C(C(O2)OC3=C([O+]=C4C=C(C=C(C4=C3)OC5C(C(C(C(O5)CO)O)O)O)O)C6=CC(=C(C(=C6)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=C([O+]=C4C=C(C=C(C4=C3)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)C6=CC(=C(C(=C6)O)O)O)O)O)O)O
• InChI: InChI=1S/C36H36O19/c37-12-24-28(44)30(46)32(48)35(54-24)52-22-10-17(39)9-21-18(22)11-23(34(51-21)15-7-19(40)27(43)20(41)8-15)53-36-33(49)31(47)29(45)25(55-36)13-50-26(42)6-3-14-1-4-16(38)5-2-14/h1-11,24-25,28-33,35-37,44-49H,12-13H2,(H4-,38,39,40,41,42,43)/p+1/t24-,25-,28-,29-,30+,31+,32-,33-,35-,36-/m1/s1
• InChI Key: HXWHJZIJSNBCJX-QHVGLBQHSA-O
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₃₇O₁₉+
• Molecular Weight: 773.70 g/mol
• Exact Mass: 773.19290395 g/mol
• Topological Polar Surface Area (TPSA): 307.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -0.47
• H-Bond Acceptor: 18
• H-Bond Donor: 12
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6960	69.60%
Caco-2	-	0.8966	89.66%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.9000	90.00%
Subcellular localzation	Nucleus	0.4440	44.40%
OATP2B1 inhibitior	-	0.7074	70.74%
OATP1B1 inhibitior	+	0.8485	84.85%
OATP1B3 inhibitior	+	0.9563	95.63%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6755	67.55%
P-glycoprotein inhibitior	+	0.6657	66.57%
P-glycoprotein substrate	-	0.6412	64.12%
CYP3A4 substrate	+	0.6536	65.36%
CYP2C9 substrate	-	0.8045	80.45%
CYP2D6 substrate	-	0.8622	86.22%
CYP3A4 inhibition	-	0.9498	94.98%
CYP2C9 inhibition	-	0.9191	91.91%
CYP2C19 inhibition	-	0.8568	85.68%
CYP2D6 inhibition	-	0.9037	90.37%
CYP1A2 inhibition	-	0.8988	89.88%
CYP2C8 inhibition	+	0.8781	87.81%
CYP inhibitory promiscuity	-	0.7020	70.20%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6652	66.52%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9029	90.29%
Skin irritation	-	0.8114	81.14%
Skin corrosion	-	0.9591	95.91%
Ames mutagenesis	-	0.5937	59.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7645	76.45%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.8713	87.13%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8914	89.14%
Acute Oral Toxicity (c)	III	0.4213	42.13%
Estrogen receptor binding	+	0.7498	74.98%
Androgen receptor binding	+	0.6693	66.93%
Thyroid receptor binding	+	0.5306	53.06%
Glucocorticoid receptor binding	+	0.5848	58.48%
Aromatase binding	+	0.5643	56.43%
PPAR gamma	+	0.6687	66.87%
Honey bee toxicity	-	0.7447	74.47%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9058	90.58%

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	99.64%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.15%	89.00%
CHEMBL3194	P02766	Transthyretin	97.05%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	96.59%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.73%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.10%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.52%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.25%	96.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.24%	89.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.17%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	87.56%	94.73%
CHEMBL1937	Q92769	Histone deacetylase 2	87.03%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.98%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.93%	99.15%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.14%	91.71%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	84.20%	83.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.98%	94.00%

Plants that contains it

• Aconitum fischeri
• Apocynum androsaemifolium
• Espeletia grandiflora
• Huperzia yunnanensis
• Hyacinthus orientalis
• Lagascea mollis
• Pulmonaria mollis
• Rosa rugosa
• Tetracera alnifolia

Cross-Links

• PubChem: 101633884
• NPASS: NPC298120