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

Details

• Internal ID: 73ff836e-1971-4e4b-a44b-1d68711d30eb
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: [(1R,2R,3S,4R,5R,6S,8S,10R,11R,12R,15S)-3,4,11-triacetyloxy-6-(acetyloxymethyl)-2-hydroxy-1,5,15-trimethyl-9-methylidene-14-oxo-16-oxatetracyclo[10.5.0.02,15.05,10]heptadecan-8-yl] (E)-3-phenylprop-2-enoate
• SMILES (Canonical): CC(=O)OCC1CC(C(=C)C2C1(C(C(C3(C4(COC3(C(=O)CC4C2OC(=O)C)C)C)O)OC(=O)C)OC(=O)C)C)OC(=O)C=CC5=CC=CC=C5
• SMILES (Isomeric): CC(=O)OC[C@H]1C[C@@H](C(=C)[C@@H]2[C@@]1([C@H]([C@@H]([C@@]3([C@]4(CO[C@@]3(C(=O)C[C@H]4[C@H]2OC(=O)C)C)C)O)OC(=O)C)OC(=O)C)C)OC(=O)/C=C/C5=CC=CC=C5
• InChI: InChI=1S/C38H46O13/c1-20-28(51-30(44)15-14-25-12-10-9-11-13-25)16-26(18-46-21(2)39)36(7)31(20)32(48-22(3)40)27-17-29(43)37(8)38(45,35(27,6)19-47-37)34(50-24(5)42)33(36)49-23(4)41/h9-15,26-28,31-34,45H,1,16-19H2,2-8H3/b15-14+/t26-,27+,28+,31+,32-,33+,34+,35+,36-,37-,38+/m1/s1
• InChI Key: RRXYKLNOTDQWHQ-NYZVHOIDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₄₆O₁₃
• Molecular Weight: 710.80 g/mol
• Exact Mass: 710.29384152 g/mol
• Topological Polar Surface Area (TPSA): 178.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.30
• H-Bond Acceptor: 13
• H-Bond Donor: 1
• Rotatable Bonds: 8

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	-	0.8437	84.37%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7155	71.55%
OATP2B1 inhibitior	-	0.7237	72.37%
OATP1B1 inhibitior	+	0.8390	83.90%
OATP1B3 inhibitior	+	0.8747	87.47%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9839	98.39%
P-glycoprotein inhibitior	+	0.8423	84.23%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6876	68.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8925	89.25%
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	+	0.8371	83.71%
CYP inhibitory promiscuity	-	0.7293	72.93%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5982	59.82%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9046	90.46%
Skin irritation	-	0.6263	62.63%
Skin corrosion	-	0.9469	94.69%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6672	66.72%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8334	83.34%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.5856	58.56%
Acute Oral Toxicity (c)	III	0.3523	35.23%
Estrogen receptor binding	+	0.7834	78.34%
Androgen receptor binding	+	0.7778	77.78%
Thyroid receptor binding	+	0.6138	61.38%
Glucocorticoid receptor binding	+	0.7577	75.77%
Aromatase binding	+	0.6699	66.99%
PPAR gamma	+	0.7769	77.69%
Honey bee toxicity	-	0.7239	72.39%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
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
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.48%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.30%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	96.57%	90.17%
CHEMBL2581	P07339	Cathepsin D	95.89%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	95.47%	95.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.32%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.28%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.95%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	92.09%	91.49%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	91.69%	94.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.20%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.56%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.33%	99.23%
CHEMBL5028	O14672	ADAM10	86.63%	97.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.50%	94.45%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.69%	89.34%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.64%	93.00%
CHEMBL2996	Q05655	Protein kinase C delta	83.96%	97.79%
CHEMBL1937	Q92769	Histone deacetylase 2	83.83%	94.75%
CHEMBL340	P08684	Cytochrome P450 3A4	81.53%	91.19%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.72%	96.95%

Plants that contains it

• Taxus baccata

Cross-Links

• PubChem: 163185775
• LOTUS: LTS0257904
• wikiData: Q105244425