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

Details

• Internal ID: 028328aa-f6cd-4cd1-a3cb-a6211122b125
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: [5-acetyloxy-6-[2-(4-hydroxy-3-methoxyphenyl)ethoxy]-2-(hydroxymethyl)-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl] 3-(3,4-dihydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C)OCCC3=CC(=C(C=C3)O)OC)CO)OC(=O)C=CC4=CC(=C(C=C4)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C)OCCC3=CC(=C(C=C3)O)OC)CO)OC(=O)C=CC4=CC(=C(C=C4)O)O)O)O)O
• InChI: InChI=1S/C32H40O16/c1-15-25(39)26(40)27(41)31(44-15)48-29-28(47-24(38)9-6-17-4-7-19(35)21(37)12-17)23(14-33)46-32(30(29)45-16(2)34)43-11-10-18-5-8-20(36)22(13-18)42-3/h4-9,12-13,15,23,25-33,35-37,39-41H,10-11,14H2,1-3H3
• InChI Key: WHTBBZIGWIPLCK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₀O₁₆
• Molecular Weight: 680.60 g/mol
• Exact Mass: 680.23163518 g/mol
• Topological Polar Surface Area (TPSA): 240.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): -0.14
• H-Bond Acceptor: 16
• 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	-	0.6766	67.66%
Caco-2	-	0.8936	89.36%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6921	69.21%
OATP2B1 inhibitior	-	0.7253	72.53%
OATP1B1 inhibitior	+	0.8584	85.84%
OATP1B3 inhibitior	+	0.8904	89.04%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8623	86.23%
P-glycoprotein inhibitior	+	0.6043	60.43%
P-glycoprotein substrate	+	0.5146	51.46%
CYP3A4 substrate	+	0.6852	68.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8646	86.46%
CYP3A4 inhibition	-	0.7661	76.61%
CYP2C9 inhibition	-	0.8113	81.13%
CYP2C19 inhibition	-	0.8774	87.74%
CYP2D6 inhibition	-	0.9293	92.93%
CYP1A2 inhibition	-	0.9010	90.10%
CYP2C8 inhibition	+	0.8280	82.80%
CYP inhibitory promiscuity	-	0.8447	84.47%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6791	67.91%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9248	92.48%
Skin irritation	-	0.8661	86.61%
Skin corrosion	-	0.9571	95.71%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7188	71.88%
Micronuclear	-	0.6467	64.67%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.8425	84.25%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.9289	92.89%
Acute Oral Toxicity (c)	III	0.7816	78.16%
Estrogen receptor binding	+	0.8314	83.14%
Androgen receptor binding	-	0.6086	60.86%
Thyroid receptor binding	+	0.5458	54.58%
Glucocorticoid receptor binding	+	0.6899	68.99%
Aromatase binding	-	0.5214	52.14%
PPAR gamma	+	0.7012	70.12%
Honey bee toxicity	-	0.6592	65.92%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.7520	75.20%

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	99.80%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.17%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.94%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.43%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.39%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.33%	96.00%
CHEMBL2581	P07339	Cathepsin D	92.54%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.04%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	90.23%	94.73%
CHEMBL3194	P02766	Transthyretin	89.18%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	88.87%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.99%	94.45%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.98%	97.36%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.56%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.13%	92.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.81%	85.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.43%	95.50%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	82.96%	80.78%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.51%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.45%	95.89%

Plants that contains it

• Cistanche salsa

Cross-Links

• PubChem: 162949876
• LOTUS: LTS0043440
• wikiData: Q105305795