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

Details

• Internal ID: 23047543-455f-4e24-a87d-ed45f17ead21
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acid esters > Coumaric acid esters
• IUPAC Name: [5-hydroxy-6-[2-(3-hydroxy-4-methoxyphenyl)ethoxy]-2-(hydroxymethyl)-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl] 3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C=CC3=CC=C(C=C3)O)CO)OCCC4=CC(=C(C=C4)OC)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C=CC3=CC=C(C=C3)O)CO)OCCC4=CC(=C(C=C4)OC)O)O)O)O)O
• InChI: InChI=1S/C30H38O14/c1-15-23(35)24(36)25(37)30(41-15)44-28-26(38)29(40-12-11-17-5-9-20(39-2)19(33)13-17)42-21(14-31)27(28)43-22(34)10-6-16-3-7-18(32)8-4-16/h3-10,13,15,21,23-33,35-38H,11-12,14H2,1-2H3
• InChI Key: PVTLBECPUJCOKK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₈O₁₄
• Molecular Weight: 622.60 g/mol
• Exact Mass: 622.22615588 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): -0.42
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7808	78.08%
Caco-2	-	0.9058	90.58%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.7406	74.06%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.8748	87.48%
OATP1B3 inhibitior	+	0.9571	95.71%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7086	70.86%
P-glycoprotein inhibitior	-	0.5730	57.30%
P-glycoprotein substrate	+	0.5626	56.26%
CYP3A4 substrate	+	0.6741	67.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8621	86.21%
CYP3A4 inhibition	-	0.8552	85.52%
CYP2C9 inhibition	-	0.7968	79.68%
CYP2C19 inhibition	-	0.8381	83.81%
CYP2D6 inhibition	-	0.8929	89.29%
CYP1A2 inhibition	-	0.8885	88.85%
CYP2C8 inhibition	+	0.8315	83.15%
CYP inhibitory promiscuity	-	0.6452	64.52%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.7121	71.21%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9254	92.54%
Skin irritation	-	0.8430	84.30%
Skin corrosion	-	0.9583	95.83%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7285	72.85%
Micronuclear	-	0.6367	63.67%
Hepatotoxicity	-	0.8875	88.75%
skin sensitisation	-	0.8413	84.13%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.9160	91.60%
Acute Oral Toxicity (c)	III	0.7950	79.50%
Estrogen receptor binding	+	0.8137	81.37%
Androgen receptor binding	-	0.5776	57.76%
Thyroid receptor binding	+	0.5692	56.92%
Glucocorticoid receptor binding	+	0.5986	59.86%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6276	62.76%
Honey bee toxicity	-	0.6534	65.34%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.6850	68.50%

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	98.76%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.03%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.77%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.99%	99.17%
CHEMBL3194	P02766	Transthyretin	95.83%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.98%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.49%	96.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.93%	86.92%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.33%	95.89%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	91.00%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.58%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	86.57%	94.73%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.71%	91.71%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.51%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.06%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.85%	94.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.83%	89.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.24%	95.89%
CHEMBL4208	P20618	Proteasome component C5	80.95%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.44%	95.50%

Plants that contains it

• Buddleja davidii

Cross-Links

• PubChem: 162973754
• LOTUS: LTS0080688
• wikiData: Q105215597