[(1R,2S,3S,4R,5R,7S,8S,9S,10S,11R,12R,14S,15S)-2,8,12-triacetyloxy-7-hydroxy-5,9,12-trimethyl-16-oxo-4-propanoyloxy-18-oxapentacyclo[7.7.2.01,10.03,7.011,14]octadecan-15-yl] benzoate

Details

• Internal ID: 329ed760-236c-4e1b-a35b-1434b85bb6f1
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: [(1R,2S,3S,4R,5R,7S,8S,9S,10S,11R,12R,14S,15S)-2,8,12-triacetyloxy-7-hydroxy-5,9,12-trimethyl-16-oxo-4-propanoyloxy-18-oxapentacyclo[7.7.2.01,10.03,7.011,14]octadecan-15-yl] benzoate
• SMILES (Canonical): CCC(=O)OC1C(CC2(C1C(C34COC(C3C5C(CC5(C)OC(=O)C)C(C4=O)OC(=O)C6=CC=CC=C6)(C2OC(=O)C)C)OC(=O)C)O)C
• SMILES (Isomeric): CCC(=O)O[C@@H]1[C@@H](C[C@@]2([C@@H]1[C@@H]([C@]34CO[C@@]([C@H]3[C@H]5[C@H](C[C@@]5(C)OC(=O)C)[C@@H](C4=O)OC(=O)C6=CC=CC=C6)([C@H]2OC(=O)C)C)OC(=O)C)O)C
• InChI: InChI=1S/C36H44O13/c1-8-23(40)47-26-17(2)14-36(43)25(26)30(45-18(3)37)35-16-44-34(7,32(36)46-19(4)38)28(35)24-22(15-33(24,6)49-20(5)39)27(29(35)41)48-31(42)21-12-10-9-11-13-21/h9-13,17,22,24-28,30,32,43H,8,14-16H2,1-7H3/t17-,22+,24-,25+,26-,27+,28-,30+,32-,33-,34+,35-,36+/m1/s1
• InChI Key: OBGLBABTPRECCH-ADUXVFRQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₄O₁₃
• Molecular Weight: 684.70 g/mol
• Exact Mass: 684.27819145 g/mol
• Topological Polar Surface Area (TPSA): 178.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.73
• H-Bond Acceptor: 13
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9911	99.11%
Caco-2	-	0.8241	82.41%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5083	50.83%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.8390	83.90%
OATP1B3 inhibitior	+	0.8764	87.64%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9898	98.98%
P-glycoprotein inhibitior	+	0.8752	87.52%
P-glycoprotein substrate	+	0.7210	72.10%
CYP3A4 substrate	+	0.6926	69.26%
CYP2C9 substrate	-	0.8047	80.47%
CYP2D6 substrate	-	0.8549	85.49%
CYP3A4 inhibition	-	0.6879	68.79%
CYP2C9 inhibition	-	0.7180	71.80%
CYP2C19 inhibition	-	0.7622	76.22%
CYP2D6 inhibition	-	0.9572	95.72%
CYP1A2 inhibition	-	0.7508	75.08%
CYP2C8 inhibition	+	0.7830	78.30%
CYP inhibitory promiscuity	-	0.8454	84.54%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5139	51.39%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9068	90.68%
Skin irritation	-	0.6814	68.14%
Skin corrosion	-	0.9287	92.87%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3682	36.82%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8041	80.41%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6871	68.71%
Acute Oral Toxicity (c)	III	0.5553	55.53%
Estrogen receptor binding	+	0.7875	78.75%
Androgen receptor binding	+	0.7262	72.62%
Thyroid receptor binding	+	0.5716	57.16%
Glucocorticoid receptor binding	+	0.7237	72.37%
Aromatase binding	+	0.6978	69.78%
PPAR gamma	+	0.7642	76.42%
Honey bee toxicity	-	0.6725	67.25%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9718	97.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.85%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.60%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.06%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	95.65%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.76%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	93.58%	91.49%
CHEMBL4040	P28482	MAP kinase ERK2	90.82%	83.82%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.80%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.96%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.85%	89.00%
CHEMBL5028	O14672	ADAM10	84.21%	97.50%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.86%	89.34%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.30%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.91%	97.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.42%	91.07%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.73%	82.69%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.66%	93.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	80.03%	81.11%

Plants that contains it

• Euphorbia prolifera

Cross-Links

• PubChem: 162985451
• LOTUS: LTS0165509
• wikiData: Q105188992