[3-Acetyloxy-2-[[2-(hydroxymethyl)-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl]oxy]-5-[3-(4-methoxyphenyl)prop-2-enoyloxy]-6-methyloxan-4-yl] 3-phenylprop-2-enoate

Details

• Internal ID: 87bccdb2-fbf1-47af-be62-62c58c15ef04
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid esters
• IUPAC Name: [3-acetyloxy-2-[[2-(hydroxymethyl)-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl]oxy]-5-[3-(4-methoxyphenyl)prop-2-enoyloxy]-6-methyloxan-4-yl] 3-phenylprop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C3C=COC(C3C4(C2O4)CO)OC5C(C(C(C(O5)CO)O)O)O)OC(=O)C)OC(=O)C=CC6=CC=CC=C6)OC(=O)C=CC7=CC=C(C=C7)OC
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C3C=COC(C3C4(C2O4)CO)OC5C(C(C(C(O5)CO)O)O)O)OC(=O)C)OC(=O)C=CC6=CC=CC=C6)OC(=O)C=CC7=CC=C(C=C7)OC
• InChI: InChI=1S/C42H48O18/c1-21-34(56-28(46)16-12-24-9-13-25(51-3)14-10-24)36(57-29(47)15-11-23-7-5-4-6-8-23)37(54-22(2)45)41(53-21)58-35-26-17-18-52-39(30(26)42(20-44)38(35)60-42)59-40-33(50)32(49)31(48)27(19-43)55-40/h4-18,21,26-27,30-41,43-44,48-50H,19-20H2,1-3H3
• InChI Key: FLAHDRJIGYMBNF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₄₈O₁₈
• Molecular Weight: 840.80 g/mol
• Exact Mass: 840.28406468 g/mol
• Topological Polar Surface Area (TPSA): 248.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 0.37
• H-Bond Acceptor: 18
• H-Bond Donor: 5
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5000	50.00%
Caco-2	-	0.8667	86.67%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.5479	54.79%
OATP2B1 inhibitior	+	0.5555	55.55%
OATP1B1 inhibitior	+	0.7962	79.62%
OATP1B3 inhibitior	+	0.9519	95.19%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8954	89.54%
P-glycoprotein inhibitior	+	0.7449	74.49%
P-glycoprotein substrate	+	0.5530	55.30%
CYP3A4 substrate	+	0.7142	71.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8741	87.41%
CYP3A4 inhibition	-	0.8894	88.94%
CYP2C9 inhibition	-	0.8899	88.99%
CYP2C19 inhibition	-	0.8497	84.97%
CYP2D6 inhibition	-	0.9210	92.10%
CYP1A2 inhibition	-	0.8971	89.71%
CYP2C8 inhibition	+	0.7153	71.53%
CYP inhibitory promiscuity	-	0.8181	81.81%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5599	55.99%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9114	91.14%
Skin irritation	-	0.7954	79.54%
Skin corrosion	-	0.9421	94.21%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7908	79.08%
Micronuclear	+	0.5633	56.33%
Hepatotoxicity	-	0.7782	77.82%
skin sensitisation	-	0.8210	82.10%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6320	63.20%
Acute Oral Toxicity (c)	III	0.4818	48.18%
Estrogen receptor binding	+	0.7808	78.08%
Androgen receptor binding	+	0.6540	65.40%
Thyroid receptor binding	+	0.6013	60.13%
Glucocorticoid receptor binding	+	0.7011	70.11%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7326	73.26%
Honey bee toxicity	-	0.6712	67.12%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8645	86.45%

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	99.60%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.53%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.93%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.23%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.62%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.63%	96.09%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	95.40%	94.08%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.89%	94.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.81%	89.00%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	90.03%	87.67%
CHEMBL2581	P07339	Cathepsin D	89.85%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	88.66%	90.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.75%	97.36%
CHEMBL4208	P20618	Proteasome component C5	87.54%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.23%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.16%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	86.74%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.53%	95.89%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	85.40%	94.23%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	81.60%	81.11%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.64%	93.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.47%	91.07%

Plants that contains it

• Scrophularia ningpoensis

Cross-Links

• PubChem: 72769885
• LOTUS: LTS0219716
• wikiData: Q104996902