3-sulfanylidene-3-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[7-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[3-(4-hydroxyphenyl)prop-2-enoyloxymethyl]oxan-2-yl]oxy-2-(3,4,5-trihydroxyphenyl)chromenylium-5-yl]oxyoxan-2-yl]methoxy]propanoic acid

Details

• Internal ID: 000fbcb4-7a27-46ef-8627-de9e00c33cea
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid 3-O-p-coumaroyl glycosides
• IUPAC Name: 3-sulfanylidene-3-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[7-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[3-(4-hydroxyphenyl)prop-2-enoyloxymethyl]oxan-2-yl]oxy-2-(3,4,5-trihydroxyphenyl)chromenylium-5-yl]oxyoxan-2-yl]methoxy]propanoic acid
• 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)COC(=S)CC(=O)O)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)COC(=S)CC(=O)O)O)O)O)O)C6=CC(=C(C(=C6)O)O)O)O)O)O)O
• InChI: InChI=1S/C39H38O21S/c40-17-4-1-15(2-5-17)3-6-28(46)54-13-25-31(48)33(50)36(53)39(59-25)58-24-11-19-22(56-37(24)16-7-20(42)30(47)21(43)8-16)9-18(41)10-23(19)57-38-35(52)34(51)32(49)26(60-38)14-55-29(61)12-27(44)45/h1-11,25-26,31-36,38-39,48-53H,12-14H2,(H5-,40,41,42,43,44,45,46,47)/p+1/t25-,26-,31-,32-,33+,34+,35-,36-,38-,39-/m1/s1
• InChI Key: LAGVJTQKWJBXKY-AWJFVBHYSA-O
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₃₉O₂₁S+
• Molecular Weight: 875.80 g/mol
• Exact Mass: 875.17045442 g/mol
• Topological Polar Surface Area (TPSA): 365.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.36
• H-Bond Acceptor: 20
• H-Bond Donor: 12
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5889	58.89%
Caco-2	-	0.8798	87.98%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Nucleus	0.4929	49.29%
OATP2B1 inhibitior	-	0.7091	70.91%
OATP1B1 inhibitior	+	0.8362	83.62%
OATP1B3 inhibitior	+	0.9304	93.04%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6460	64.60%
P-glycoprotein inhibitior	+	0.7179	71.79%
P-glycoprotein substrate	-	0.5378	53.78%
CYP3A4 substrate	+	0.6659	66.59%
CYP2C9 substrate	-	0.7949	79.49%
CYP2D6 substrate	-	0.8601	86.01%
CYP3A4 inhibition	-	0.7327	73.27%
CYP2C9 inhibition	-	0.8443	84.43%
CYP2C19 inhibition	-	0.7140	71.40%
CYP2D6 inhibition	-	0.8743	87.43%
CYP1A2 inhibition	-	0.8063	80.63%
CYP2C8 inhibition	+	0.8771	87.71%
CYP inhibitory promiscuity	-	0.8469	84.69%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6281	62.81%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9033	90.33%
Skin irritation	-	0.8037	80.37%
Skin corrosion	-	0.9388	93.88%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7446	74.46%
Micronuclear	+	0.7259	72.59%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.8391	83.91%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.9501	95.01%
Acute Oral Toxicity (c)	III	0.5068	50.68%
Estrogen receptor binding	+	0.7244	72.44%
Androgen receptor binding	+	0.6870	68.70%
Thyroid receptor binding	+	0.5438	54.38%
Glucocorticoid receptor binding	+	0.5590	55.90%
Aromatase binding	+	0.5481	54.81%
PPAR gamma	+	0.7004	70.04%
Honey bee toxicity	-	0.7578	75.78%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9882	98.82%

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	99.71%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.20%	91.49%
CHEMBL3194	P02766	Transthyretin	95.95%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.14%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.72%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.44%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.03%	96.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.11%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.54%	96.09%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	89.90%	91.71%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.62%	89.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.39%	95.56%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	86.68%	83.00%
CHEMBL3401	O75469	Pregnane X receptor	86.27%	94.73%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	85.86%	95.64%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.06%	95.50%
CHEMBL2581	P07339	Cathepsin D	83.85%	98.95%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	82.96%	97.31%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.05%	94.45%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.01%	95.83%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.91%	94.33%

Plants that contains it

• Commelina communis

Cross-Links

• PubChem: 100916163
• LOTUS: LTS0180114
• wikiData: Q104251288