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

Details

• Internal ID: 33f759cb-20b4-4755-a8f1-4d10c8f5faba
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanidin 7-O-p-coumaroyl glycosides > Anthocyanidin 7-O-6-p-coumaroyl glycosides
• IUPAC Name: 3-oxo-3-[[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-[4-hydroxy-3-[(2S,3S,4R,5S,6R)-3,4,5-trihydroxy-6-[[(E)-3-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(E)-3-[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]-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[3-(4-hydroxyphenyl)prop-2-enoyloxymethyl]oxan-2-yl]oxychromenylium-3-yl]oxyoxan-2-yl]methoxy]propanoic acid
• SMILES (Canonical): C1=CC(=CC=C1C=CC(=O)OCC2C(C(C(C(O2)OC3=CC(=C4C=C(C(=[O+]C4=C3)C5=CC(=C(C=C5)O)OC6C(C(C(C(O6)COC(=O)C=CC7=CC=C(C=C7)OC8C(C(C(C(O8)COC(=O)C=CC9=CC=C(C=C9)OC1C(C(C(C(O1)CO)O)O)O)O)O)O)O)O)O)OC1C(C(C(C(O1)COC(=O)CC(=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(=C4C=C(C(=[O+]C4=C3)C5=CC(=C(C=C5)O)O[C@H]6[C@H]([C@@H]([C@@H]([C@H](O6)COC(=O)/C=C/C7=CC=C(C=C7)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)COC(=O)/C=C/C9=CC=C(C=C9)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)O)O)O)O)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
• InChI: InChI=1S/C75H80O40/c76-26-45-55(86)60(91)65(96)71(111-45)105-36-13-3-32(4-14-36)8-19-52(83)101-27-46-56(87)61(92)66(97)72(112-46)106-37-15-5-33(6-16-37)9-20-53(84)103-29-48-58(89)63(94)68(99)74(114-48)109-43-21-34(10-17-40(43)78)70-44(110-75-69(100)64(95)59(90)49(115-75)30-104-54(85)25-50(80)81)24-39-41(79)22-38(23-42(39)108-70)107-73-67(98)62(93)57(88)47(113-73)28-102-51(82)18-7-31-1-11-35(77)12-2-31/h1-24,45-49,55-69,71-76,86-100H,25-30H2,(H3-,77,78,79,80,81,82)/p+1/b19-8+,20-9+/t45-,46-,47-,48-,49-,55-,56-,57-,58-,59-,60+,61+,62+,63-,64-,65-,66-,67-,68+,69-,71-,72-,73-,74-,75-/m1/s1
• InChI Key: DIBOOPKUGMVTHI-ZFJTVUNWSA-O
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇₅H₈₁O₄₀+
• Molecular Weight: 1622.40 g/mol
• Exact Mass: 1621.4304124 g/mol
• Topological Polar Surface Area (TPSA): 620.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -3.79
• H-Bond Acceptor: 38
• H-Bond Donor: 20
• Rotatable Bonds: 28

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	-	0.8569	85.69%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Nucleus	0.5340	53.40%
OATP2B1 inhibitior	-	0.8620	86.20%
OATP1B1 inhibitior	+	0.8811	88.11%
OATP1B3 inhibitior	+	0.9618	96.18%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9715	97.15%
P-glycoprotein inhibitior	+	0.7428	74.28%
P-glycoprotein substrate	-	0.5214	52.14%
CYP3A4 substrate	+	0.6835	68.35%
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	+	0.8618	86.18%
CYP inhibitory promiscuity	-	0.9125	91.25%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6545	65.45%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.8964	89.64%
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	+	0.7684	76.84%
Micronuclear	+	0.6359	63.59%
Hepatotoxicity	-	0.8125	81.25%
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	-	0.8420	84.20%
Acute Oral Toxicity (c)	III	0.4561	45.61%
Estrogen receptor binding	+	0.6474	64.74%
Androgen receptor binding	+	0.7317	73.17%
Thyroid receptor binding	+	0.6664	66.64%
Glucocorticoid receptor binding	+	0.7404	74.04%
Aromatase binding	+	0.6609	66.09%
PPAR gamma	+	0.7727	77.27%
Honey bee toxicity	-	0.7182	71.82%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
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	99.42%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.98%	96.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.93%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.39%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.02%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.93%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.87%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.33%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.41%	86.92%
CHEMBL3194	P02766	Transthyretin	89.25%	90.71%
CHEMBL242	Q92731	Estrogen receptor beta	89.20%	98.35%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.73%	95.56%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	87.44%	95.83%
CHEMBL2243	O00519	Anandamide amidohydrolase	86.39%	97.53%
CHEMBL206	P03372	Estrogen receptor alpha	85.42%	97.64%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.06%	95.50%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.81%	91.71%
CHEMBL2581	P07339	Cathepsin D	83.58%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	83.37%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.80%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.03%	94.33%

Plants that contains it

• Bletilla striata

Cross-Links

• PubChem: 163192089
• LOTUS: LTS0005855
• wikiData: Q104981104