[(1R,2R,3S,4R,5R,6S,8S,10R,11R,12R,15R)-3,4,6,11,14-pentaacetyloxy-5-(acetyloxymethyl)-2-hydroxy-1,15-dimethyl-9-methylidene-16-oxatetracyclo[10.5.0.02,15.05,10]heptadecan-8-yl] (E)-3-phenylprop-2-enoate

Details

• Internal ID: 362ad41d-3db1-4fa7-b4e8-372f8618d35a
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid esters
• IUPAC Name: [(1R,2R,3S,4R,5R,6S,8S,10R,11R,12R,15R)-3,4,6,11,14-pentaacetyloxy-5-(acetyloxymethyl)-2-hydroxy-1,15-dimethyl-9-methylidene-16-oxatetracyclo[10.5.0.02,15.05,10]heptadecan-8-yl] (E)-3-phenylprop-2-enoate
• SMILES (Canonical): CC(=O)OCC12C(CC(C(=C)C1C(C3CC(C4(C(C3(CO4)C)(C(C2OC(=O)C)OC(=O)C)O)C)OC(=O)C)OC(=O)C)OC(=O)C=CC5=CC=CC=C5)OC(=O)C
• SMILES (Isomeric): CC(=O)OC[C@@]12[C@H](C[C@@H](C(=C)[C@H]1[C@@H]([C@@H]3CC([C@@]4([C@@]([C@]3(CO4)C)([C@H]([C@@H]2OC(=O)C)OC(=O)C)O)C)OC(=O)C)OC(=O)C)OC(=O)/C=C/C5=CC=CC=C5)OC(=O)C
• InChI: InChI=1S/C41H50O16/c1-21-30(57-33(48)16-15-28-13-11-10-12-14-28)18-32(53-24(4)44)40(20-50-22(2)42)34(21)35(54-25(5)45)29-17-31(52-23(3)43)39(9)41(49,38(29,8)19-51-39)37(56-27(7)47)36(40)55-26(6)46/h10-16,29-32,34-37,49H,1,17-20H2,2-9H3/b16-15+/t29-,30-,31?,32-,34-,35+,36-,37-,38-,39+,40+,41-/m0/s1
• InChI Key: YEBGGMLBPBFLRT-MYWFVLACSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₅₀O₁₆
• Molecular Weight: 798.80 g/mol
• Exact Mass: 798.30988550 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.96
• H-Bond Acceptor: 16
• H-Bond Donor: 1
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9805	98.05%
Caco-2	-	0.8486	84.86%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7155	71.55%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.8336	83.36%
OATP1B3 inhibitior	+	0.8747	87.47%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9860	98.60%
P-glycoprotein inhibitior	+	0.8336	83.36%
P-glycoprotein substrate	+	0.5438	54.38%
CYP3A4 substrate	+	0.6829	68.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8901	89.01%
CYP3A4 inhibition	+	0.5137	51.37%
CYP2C9 inhibition	-	0.6106	61.06%
CYP2C19 inhibition	-	0.5964	59.64%
CYP2D6 inhibition	-	0.9529	95.29%
CYP1A2 inhibition	-	0.6808	68.08%
CYP2C8 inhibition	+	0.8299	82.99%
CYP inhibitory promiscuity	-	0.7293	72.93%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5982	59.82%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9034	90.34%
Skin irritation	-	0.6263	62.63%
Skin corrosion	-	0.9469	94.69%
Ames mutagenesis	-	0.5728	57.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.6981	69.81%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.5448	54.48%
skin sensitisation	-	0.8334	83.34%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7497	74.97%
Acute Oral Toxicity (c)	III	0.3523	35.23%
Estrogen receptor binding	+	0.7845	78.45%
Androgen receptor binding	+	0.7728	77.28%
Thyroid receptor binding	+	0.6359	63.59%
Glucocorticoid receptor binding	+	0.7359	73.59%
Aromatase binding	+	0.6603	66.03%
PPAR gamma	+	0.7826	78.26%
Honey bee toxicity	-	0.7107	71.07%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.92%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	96.71%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.59%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.37%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.55%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.77%	96.00%
CHEMBL5028	O14672	ADAM10	91.45%	97.50%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.16%	94.62%
CHEMBL2581	P07339	Cathepsin D	87.19%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.99%	95.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.64%	91.07%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.60%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	86.09%	97.79%
CHEMBL4208	P20618	Proteasome component C5	81.82%	90.00%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	81.20%	89.44%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.73%	89.34%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.09%	97.09%

Plants that contains it

• Taxus cuspidata

Cross-Links

• PubChem: 101341265
• LOTUS: LTS0196712
• wikiData: Q105347134