[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[[(2R,3S,4S,5S,6S)-3,4,5-trihydroxy-6-[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxyoxan-2-yl]methoxy]oxan-3-yl] (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate

Details

• Internal ID: 5d41cd5c-d89e-4bd4-bef1-119ab225f116
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acid esters > Hydroxycinnamic acid glycosides
• IUPAC Name: [(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[[(2R,3S,4S,5S,6S)-3,4,5-trihydroxy-6-[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxyoxan-2-yl]methoxy]oxan-3-yl] (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)C=CC(=O)OC2C(C(C(OC2OCC3C(C(C(C(O3)OC(=O)C=CC4=CC(=C(C(=C4)OC)O)OC)O)O)O)CO)O)O
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)/C=C/C(=O)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC[C@@H]3[C@H]([C@@H]([C@@H]([C@@H](O3)OC(=O)/C=C/C4=CC(=C(C(=C4)OC)O)OC)O)O)O)CO)O)O
• InChI: InChI=1S/C34H42O19/c1-45-17-9-15(10-18(46-2)25(17)38)5-7-23(36)52-32-30(43)27(40)21(13-35)50-34(32)49-14-22-28(41)29(42)31(44)33(51-22)53-24(37)8-6-16-11-19(47-3)26(39)20(12-16)48-4/h5-12,21-22,27-35,38-44H,13-14H2,1-4H3/b7-5+,8-6+/t21-,22-,27-,28-,29+,30+,31+,32-,33+,34-/m1/s1
• InChI Key: FXDQDMASXJUNNI-IPXPKDGDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₂O₁₉
• Molecular Weight: 754.70 g/mol
• Exact Mass: 754.23202911 g/mol
• Topological Polar Surface Area (TPSA): 279.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -1.42
• H-Bond Acceptor: 19
• H-Bond Donor: 8
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7974	79.74%
Caco-2	-	0.8814	88.14%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5365	53.65%
OATP2B1 inhibitior	-	0.5813	58.13%
OATP1B1 inhibitior	+	0.8100	81.00%
OATP1B3 inhibitior	+	0.9551	95.51%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6252	62.52%
P-glycoprotein inhibitior	+	0.6765	67.65%
P-glycoprotein substrate	-	0.7599	75.99%
CYP3A4 substrate	+	0.5803	58.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8583	85.83%
CYP3A4 inhibition	-	0.8546	85.46%
CYP2C9 inhibition	-	0.8867	88.67%
CYP2C19 inhibition	-	0.9090	90.90%
CYP2D6 inhibition	-	0.9222	92.22%
CYP1A2 inhibition	-	0.9369	93.69%
CYP2C8 inhibition	+	0.5685	56.85%
CYP inhibitory promiscuity	-	0.8424	84.24%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6806	68.06%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9058	90.58%
Skin irritation	-	0.8705	87.05%
Skin corrosion	-	0.9584	95.84%
Ames mutagenesis	-	0.7278	72.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7046	70.46%
Micronuclear	+	0.5033	50.33%
Hepatotoxicity	-	0.8409	84.09%
skin sensitisation	-	0.8711	87.11%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.9254	92.54%
Acute Oral Toxicity (c)	III	0.7158	71.58%
Estrogen receptor binding	+	0.8092	80.92%
Androgen receptor binding	-	0.5197	51.97%
Thyroid receptor binding	+	0.5751	57.51%
Glucocorticoid receptor binding	+	0.6071	60.71%
Aromatase binding	+	0.5865	58.65%
PPAR gamma	+	0.7138	71.38%
Honey bee toxicity	-	0.8117	81.17%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6555	65.55%
Fish aquatic toxicity	+	0.8602	86.02%

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	99.27%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.53%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.86%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.62%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.72%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.58%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	91.42%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.56%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.97%	86.92%
CHEMBL5255	O00206	Toll-like receptor 4	85.04%	92.50%
CHEMBL3194	P02766	Transthyretin	84.99%	90.71%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.04%	97.36%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.98%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.18%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.40%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.36%	97.09%

Plants that contains it

• Sabia japonica

Cross-Links

• PubChem: 163188975
• LOTUS: LTS0243342
• wikiData: Q105003843