[(2R,3R,4R,5R,6R)-5-hydroxy-6-[2-(4-hydroxy-3-methoxyphenyl)ethoxy]-2-(hydroxymethyl)-4-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Details

• Internal ID: a1618581-91ab-4719-ac34-aea9f3256623
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: [(2R,3R,4R,5R,6R)-5-hydroxy-6-[2-(4-hydroxy-3-methoxyphenyl)ethoxy]-2-(hydroxymethyl)-4-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C=CC3=CC(=C(C=C3)O)OC)CO)OCCC4=CC(=C(C=C4)O)OC)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H](O[C@@H]([C@H]2OC(=O)/C=C/C3=CC(=C(C=C3)O)OC)CO)OCCC4=CC(=C(C=C4)O)OC)O)O)O)O
• InChI: InChI=1S/C31H40O15/c1-15-24(36)25(37)26(38)31(43-15)46-29-27(39)30(42-11-10-17-5-8-19(34)21(13-17)41-3)44-22(14-32)28(29)45-23(35)9-6-16-4-7-18(33)20(12-16)40-2/h4-9,12-13,15,22,24-34,36-39H,10-11,14H2,1-3H3/b9-6+/t15-,22+,24+,25+,26+,27+,28+,29+,30+,31-/m0/s1
• InChI Key: RLGRBYHBNWLGER-NDWMXOAQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₀O₁₅
• Molecular Weight: 652.60 g/mol
• Exact Mass: 652.23672056 g/mol
• Topological Polar Surface Area (TPSA): 223.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -0.41
• H-Bond Acceptor: 15
• H-Bond Donor: 7
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7814	78.14%
Caco-2	-	0.8946	89.46%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.7303	73.03%
OATP2B1 inhibitior	-	0.8608	86.08%
OATP1B1 inhibitior	+	0.8694	86.94%
OATP1B3 inhibitior	+	0.9434	94.34%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7644	76.44%
P-glycoprotein inhibitior	-	0.4559	45.59%
P-glycoprotein substrate	-	0.5289	52.89%
CYP3A4 substrate	+	0.6679	66.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8621	86.21%
CYP3A4 inhibition	-	0.8790	87.90%
CYP2C9 inhibition	-	0.8119	81.19%
CYP2C19 inhibition	-	0.8663	86.63%
CYP2D6 inhibition	-	0.9035	90.35%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	+	0.8259	82.59%
CYP inhibitory promiscuity	-	0.6839	68.39%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6779	67.79%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9264	92.64%
Skin irritation	-	0.8502	85.02%
Skin corrosion	-	0.9613	96.13%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7221	72.21%
Micronuclear	-	0.6567	65.67%
Hepatotoxicity	-	0.8750	87.50%
skin sensitisation	-	0.8582	85.82%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.9630	96.30%
Acute Oral Toxicity (c)	III	0.7777	77.77%
Estrogen receptor binding	+	0.8177	81.77%
Androgen receptor binding	-	0.6100	61.00%
Thyroid receptor binding	+	0.5685	56.85%
Glucocorticoid receptor binding	+	0.6628	66.28%
Aromatase binding	-	0.4937	49.37%
PPAR gamma	+	0.6977	69.77%
Honey bee toxicity	-	0.6905	69.05%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.6878	68.78%

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	99.68%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.04%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.36%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.05%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.85%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.15%	96.00%
CHEMBL3194	P02766	Transthyretin	92.92%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.84%	86.92%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.37%	97.36%
CHEMBL2581	P07339	Cathepsin D	89.39%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	88.21%	94.73%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.63%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.60%	95.56%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.61%	91.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.15%	95.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.10%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.13%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.65%	95.89%

Plants that contains it

• Cistanche deserticola
• Cistanche salsa

Cross-Links

• PubChem: 11972315
• NPASS: NPC262451