[(2S,3S,4S,5R,6S)-6-[2-[3,4-dihydroxy-5-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-[3-(4-hydroxyphenyl)prop-2-enoyloxymethyl]oxan-2-yl]oxyphenyl]-5-oxo-3-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-[[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-7-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: fd6681c2-2ff9-492b-a382-09275bc80142
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid 3p-O-p-coumaroyl glycosides
• IUPAC Name: [(2S,3S,4S,5R,6S)-6-[2-[3,4-dihydroxy-5-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-[3-(4-hydroxyphenyl)prop-2-enoyloxymethyl]oxan-2-yl]oxyphenyl]-5-oxo-3-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-[[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-7-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate
• InChI: InChI=1S/C57H62O30/c1-22-40(64)45(69)49(73)54(80-22)79-21-37-44(68)48(72)52(76)57(87-37)84-34-18-29-30(60)16-28(81-55-50(74)46(70)42(66)35(85-55)19-77-38(62)12-6-23-2-8-26(58)9-3-23)17-32(29)82-53(34)25-14-31(61)41(65)33(15-25)83-56-51(75)47(71)43(67)36(86-56)20-78-39(63)13-7-24-4-10-27(59)11-5-24/h2-18,22,35-37,40,42-52,54-59,61,64-76H,19-21H2,1H3/t22-,35-,36+,37-,40-,42+,43+,44+,45+,46-,47-,48-,49-,50+,51-,52+,54+,55+,56+,57+/m0/s1
• InChI Key: QHMKHRCRBHDZQJ-VGWVKKTRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₇H₆₂O₃₀
• Molecular Weight: 1227.10 g/mol
• Exact Mass: 1226.33259056 g/mol
• Topological Polar Surface Area (TPSA): 476.00 Ų
• XlogP: -2.80
• Atomic LogP (AlogP): -2.85
• H-Bond Acceptor: 30
• H-Bond Donor: 16
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4913	49.13%
Caco-2	-	0.8608	86.08%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6637	66.37%
OATP2B1 inhibitior	-	0.7236	72.36%
OATP1B1 inhibitior	+	0.8449	84.49%
OATP1B3 inhibitior	+	0.9755	97.55%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8619	86.19%
P-glycoprotein inhibitior	+	0.7403	74.03%
P-glycoprotein substrate	+	0.6458	64.58%
CYP3A4 substrate	+	0.6815	68.15%
CYP2C9 substrate	-	0.8148	81.48%
CYP2D6 substrate	-	0.8709	87.09%
CYP3A4 inhibition	-	0.9523	95.23%
CYP2C9 inhibition	-	0.8158	81.58%
CYP2C19 inhibition	-	0.8332	83.32%
CYP2D6 inhibition	-	0.9483	94.83%
CYP1A2 inhibition	-	0.9065	90.65%
CYP2C8 inhibition	+	0.8404	84.04%
CYP inhibitory promiscuity	-	0.7075	70.75%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6186	61.86%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.8977	89.77%
Skin irritation	-	0.8363	83.63%
Skin corrosion	-	0.9470	94.70%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8079	80.79%
Micronuclear	+	0.7033	70.33%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8856	88.56%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8959	89.59%
Acute Oral Toxicity (c)	III	0.5513	55.13%
Estrogen receptor binding	+	0.7226	72.26%
Androgen receptor binding	+	0.6864	68.64%
Thyroid receptor binding	+	0.6047	60.47%
Glucocorticoid receptor binding	+	0.6456	64.56%
Aromatase binding	+	0.5624	56.24%
PPAR gamma	+	0.7735	77.35%
Honey bee toxicity	-	0.7176	71.76%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9636	96.36%

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	99.43%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	99.12%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	98.78%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.26%	89.00%
CHEMBL3194	P02766	Transthyretin	95.91%	90.71%
CHEMBL2581	P07339	Cathepsin D	95.60%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.26%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.14%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.57%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	91.47%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.71%	94.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.14%	97.36%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.32%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.26%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.82%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.63%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.10%	95.89%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	83.63%	83.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.55%	86.92%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.70%	90.71%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.60%	91.71%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	82.30%	95.64%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.26%	95.78%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.28%	80.78%

Plants that contains it

• Ceanothus papillosus

Cross-Links

• PubChem: 163191791
• LOTUS: LTS0091933
• wikiData: Q105221025