(2R,3S)-2-[3-[[(2R,3R,4S,5R,6S)-5-[(2S,3R,4S,5S,6R)-3-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[7-[(2S,3S,4S,5S,6S)-6-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5-oxo-2-(3,4,5-trihydroxyphenyl)chromen-3-yl]oxy-3,4-dihydroxyoxan-2-yl]methoxy]-3-oxopropanoyl]oxy-3-hydroxybutanedioic acid

Details

• Internal ID: 2713093e-9ee7-4222-8fdb-d9e3b40e8ee2
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: (2R,3S)-2-[3-[[(2R,3R,4S,5R,6S)-5-[(2S,3R,4S,5S,6R)-3-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[7-[(2S,3S,4S,5S,6S)-6-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5-oxo-2-(3,4,5-trihydroxyphenyl)chromen-3-yl]oxy-3,4-dihydroxyoxan-2-yl]methoxy]-3-oxopropanoyl]oxy-3-hydroxybutanedioic acid
• SMILES (Canonical): C1=CC(=C(C=C1C=CC(=O)OCC2C(C(C(C(O2)OC3=CC(=O)C4=CC(=C(OC4=C3)C5=CC(=C(C(=C5)O)O)O)OC6C(C(C(C(O6)COC(=O)CC(=O)OC(C(C(=O)O)O)C(=O)O)O)O)OC7C(C(C(C(O7)CO)O)O)OC(=O)C=CC8=CC(=C(C=C8)O)O)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1C=CC(=O)OC[C@H]2[C@H]([C@@H]([C@@H]([C@@H](O2)OC3=CC(=O)C4=CC(=C(OC4=C3)C5=CC(=C(C(=C5)O)O)O)O[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)COC(=O)CC(=O)O[C@H]([C@@H](C(=O)O)O)C(=O)O)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)OC(=O)C=CC8=CC(=C(C=C8)O)O)O)O)O)O)O
• InChI: InChI=1S/C58H58O36/c59-17-34-42(72)46(76)52(92-38(68)8-4-21-2-6-26(61)29(64)10-21)58(89-34)94-53-47(77)44(74)36(19-85-39(69)16-40(70)93-51(55(82)83)49(79)54(80)81)91-57(53)88-33-15-24-27(62)13-23(14-32(24)87-50(33)22-11-30(65)41(71)31(66)12-22)86-56-48(78)45(75)43(73)35(90-56)18-84-37(67)7-3-20-1-5-25(60)28(63)9-20/h1-15,34-36,42-49,51-53,56-61,63-66,71-79H,16-19H2,(H,80,81)(H,82,83)/t34-,35+,36-,42-,43-,44+,45+,46+,47+,48+,49+,51-,52-,53-,56-,57-,58+/m1/s1
• InChI Key: CIEYYIPVFQMNPA-GXHMXSEASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₅₈O₃₆
• Molecular Weight: 1331.10 g/mol
• Exact Mass: 1330.2707781 g/mol
• Topological Polar Surface Area (TPSA): 585.00 Ų
• XlogP: -2.50
• Atomic LogP (AlogP): -3.56
• H-Bond Acceptor: 34
• H-Bond Donor: 18
• Rotatable Bonds: 23

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5300	53.00%
Caco-2	-	0.8577	85.77%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5546	55.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8493	84.93%
OATP1B3 inhibitior	+	0.9746	97.46%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9113	91.13%
P-glycoprotein inhibitior	+	0.7414	74.14%
P-glycoprotein substrate	+	0.7146	71.46%
CYP3A4 substrate	+	0.7252	72.52%
CYP2C9 substrate	-	0.8014	80.14%
CYP2D6 substrate	-	0.8601	86.01%
CYP3A4 inhibition	-	0.8904	89.04%
CYP2C9 inhibition	-	0.9044	90.44%
CYP2C19 inhibition	-	0.8408	84.08%
CYP2D6 inhibition	-	0.9275	92.75%
CYP1A2 inhibition	-	0.9033	90.33%
CYP2C8 inhibition	+	0.8650	86.50%
CYP inhibitory promiscuity	-	0.7892	78.92%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6678	66.78%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.8966	89.66%
Skin irritation	-	0.8312	83.12%
Skin corrosion	-	0.9554	95.54%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7606	76.06%
Micronuclear	+	0.6259	62.59%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.8748	87.48%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.9381	93.81%
Acute Oral Toxicity (c)	IV	0.3867	38.67%
Estrogen receptor binding	+	0.6693	66.93%
Androgen receptor binding	+	0.7329	73.29%
Thyroid receptor binding	+	0.6454	64.54%
Glucocorticoid receptor binding	+	0.6611	66.11%
Aromatase binding	+	0.5965	59.65%
PPAR gamma	+	0.7648	76.48%
Honey bee toxicity	-	0.6233	62.33%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9689	96.89%

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	99.93%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.84%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.09%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	97.32%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.00%	86.33%
CHEMBL3194	P02766	Transthyretin	96.69%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.44%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.95%	99.17%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	94.08%	83.00%
CHEMBL2581	P07339	Cathepsin D	91.55%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.71%	85.14%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.38%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.25%	95.56%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	89.14%	80.78%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.13%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.03%	96.09%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	87.88%	97.53%
CHEMBL3401	O75469	Pregnane X receptor	87.39%	94.73%
CHEMBL3437	Q16853	Amine oxidase, copper containing	86.17%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.51%	97.09%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.18%	95.83%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.22%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.22%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.07%	94.45%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	84.05%	96.37%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.70%	94.33%
CHEMBL5255	O00206	Toll-like receptor 4	83.16%	92.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.81%	92.62%

Plants that contains it

• Anemone coronaria

Cross-Links

• PubChem: 163191954
• LOTUS: LTS0163836
• wikiData: Q104959707