[5-acetyloxy-6-[2-(3,4-dihydroxyphenyl)ethoxy]-2-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-4-[(3,4,5-trihydroxy-6-methyloxan-2-yl)methoxy]oxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

Details

• Internal ID: d84b29eb-359b-4e8e-8199-5695a908e6be
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: [5-acetyloxy-6-[2-(3,4-dihydroxyphenyl)ethoxy]-2-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-4-[(3,4,5-trihydroxy-6-methyloxan-2-yl)methoxy]oxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)COC2C(C(OC(C2OC(=O)C)OCCC3=CC(=C(C=C3)O)O)COC4C(C(C(C(O4)CO)O)O)O)OC(=O)C=CC5=CC(=C(C=C5)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)COC2C(C(OC(C2OC(=O)C)OCCC3=CC(=C(C=C3)O)O)COC4C(C(C(C(O4)CO)O)O)O)OC(=O)/C=C/C5=CC(=C(C=C5)O)O)O)O)O
• InChI: InChI=1S/C38H50O21/c1-16-28(46)31(49)30(48)25(55-16)14-53-35-34(59-27(45)8-5-18-3-6-20(41)22(43)11-18)26(15-54-37-33(51)32(50)29(47)24(13-39)57-37)58-38(36(35)56-17(2)40)52-10-9-19-4-7-21(42)23(44)12-19/h3-8,11-12,16,24-26,28-39,41-44,46-51H,9-10,13-15H2,1-2H3/b8-5+
• InChI Key: JXRBUKCEZLRNOI-VMPITWQZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₅₀O₂₁
• Molecular Weight: 842.80 g/mol
• Exact Mass: 842.28445860 g/mol
• Topological Polar Surface Area (TPSA): 331.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -2.58
• H-Bond Acceptor: 21
• H-Bond Donor: 11
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8377	83.77%
Caco-2	-	0.8900	89.00%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.7599	75.99%
OATP2B1 inhibitior	-	0.8620	86.20%
OATP1B1 inhibitior	+	0.8421	84.21%
OATP1B3 inhibitior	+	0.9380	93.80%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8811	88.11%
P-glycoprotein inhibitior	+	0.6478	64.78%
P-glycoprotein substrate	-	0.5661	56.61%
CYP3A4 substrate	+	0.6655	66.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8743	87.43%
CYP3A4 inhibition	-	0.8473	84.73%
CYP2C9 inhibition	-	0.7150	71.50%
CYP2C19 inhibition	-	0.8691	86.91%
CYP2D6 inhibition	-	0.9344	93.44%
CYP1A2 inhibition	-	0.8429	84.29%
CYP2C8 inhibition	+	0.7032	70.32%
CYP inhibitory promiscuity	-	0.8270	82.70%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.7118	71.18%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9173	91.73%
Skin irritation	-	0.8447	84.47%
Skin corrosion	-	0.9493	94.93%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7020	70.20%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.8875	88.75%
skin sensitisation	-	0.8618	86.18%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.9203	92.03%
Acute Oral Toxicity (c)	III	0.7625	76.25%
Estrogen receptor binding	+	0.8021	80.21%
Androgen receptor binding	-	0.7464	74.64%
Thyroid receptor binding	+	0.5177	51.77%
Glucocorticoid receptor binding	+	0.5718	57.18%
Aromatase binding	-	0.5056	50.56%
PPAR gamma	+	0.7346	73.46%
Honey bee toxicity	-	0.6971	69.71%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8878	88.78%

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	99.67%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.40%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.25%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.31%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	94.49%	94.73%
CHEMBL2581	P07339	Cathepsin D	94.05%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.01%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.46%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.51%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.77%	86.92%
CHEMBL3194	P02766	Transthyretin	90.35%	90.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.24%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.76%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.79%	94.80%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	87.14%	96.37%
CHEMBL4208	P20618	Proteasome component C5	84.30%	90.00%
CHEMBL226	P30542	Adenosine A1 receptor	83.68%	95.93%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	81.41%	80.78%

Plants that contains it

• Cistanche deserticola
• Cistanche phelypaea

Cross-Links

• PubChem: 56667837
• NPASS: NPC14503