[(1S,4S,5S,6R,9S,10R,11R,12S,14R)-4-[(2R)-2,3-dimethylbutanoyl]oxy-5,6-dihydroxy-7-(hydroxymethyl)-3,11,14-trimethyl-12-octanoyloxy-15-oxo-11-tetracyclo[7.5.1.01,5.010,12]pentadeca-2,7-dienyl]methyl benzoate

Details

• Internal ID: e8aa15a3-ce80-48e2-8387-11f8ba271e12
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Tigliane and ingenane diterpenoids
• IUPAC Name: [(1S,4S,5S,6R,9S,10R,11R,12S,14R)-4-[(2R)-2,3-dimethylbutanoyl]oxy-5,6-dihydroxy-7-(hydroxymethyl)-3,11,14-trimethyl-12-octanoyloxy-15-oxo-11-tetracyclo[7.5.1.01,5.010,12]pentadeca-2,7-dienyl]methyl benzoate
• InChI: InChI=1S/C41H56O10/c1-8-9-10-11-15-18-31(43)51-40-21-26(5)39-20-25(4)35(50-36(46)27(6)24(2)3)41(39,48)33(44)29(22-42)19-30(34(39)45)32(40)38(40,7)23-49-37(47)28-16-13-12-14-17-28/h12-14,16-17,19-20,24,26-27,30,32-33,35,42,44,48H,8-11,15,18,21-23H2,1-7H3/t26-,27-,30+,32-,33-,35+,38+,39+,40+,41+/m1/s1
• InChI Key: CUYKVUJKVDEFEP-WJLXMMAYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₅₆O₁₀
• Molecular Weight: 708.90 g/mol
• Exact Mass: 708.38734798 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 5.52
• H-Bond Acceptor: 10
• H-Bond Donor: 3
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9546	95.46%
Caco-2	-	0.8258	82.58%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8257	82.57%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.8301	83.01%
OATP1B3 inhibitior	+	0.8811	88.11%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7026	70.26%
BSEP inhibitior	+	0.9892	98.92%
P-glycoprotein inhibitior	+	0.8116	81.16%
P-glycoprotein substrate	+	0.7973	79.73%
CYP3A4 substrate	+	0.7139	71.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8686	86.86%
CYP3A4 inhibition	-	0.7339	73.39%
CYP2C9 inhibition	+	0.7462	74.62%
CYP2C19 inhibition	-	0.7535	75.35%
CYP2D6 inhibition	-	0.9094	90.94%
CYP1A2 inhibition	-	0.7528	75.28%
CYP2C8 inhibition	+	0.7369	73.69%
CYP inhibitory promiscuity	-	0.8094	80.94%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6693	66.93%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9213	92.13%
Skin irritation	-	0.6704	67.04%
Skin corrosion	-	0.9520	95.20%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7456	74.56%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5055	50.55%
skin sensitisation	-	0.8583	85.83%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7932	79.32%
Acute Oral Toxicity (c)	III	0.4980	49.80%
Estrogen receptor binding	+	0.8388	83.88%
Androgen receptor binding	+	0.7692	76.92%
Thyroid receptor binding	+	0.5811	58.11%
Glucocorticoid receptor binding	+	0.8032	80.32%
Aromatase binding	+	0.6850	68.50%
PPAR gamma	+	0.7630	76.30%
Honey bee toxicity	-	0.7607	76.07%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6250	62.50%
Fish aquatic toxicity	+	0.9967	99.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2996	Q05655	Protein kinase C delta	99.72%	97.79%
CHEMBL2581	P07339	Cathepsin D	98.41%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	98.03%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.74%	96.09%
CHEMBL299	P17252	Protein kinase C alpha	97.12%	98.03%
CHEMBL230	P35354	Cyclooxygenase-2	96.49%	89.63%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.73%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.92%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	93.43%	94.62%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	93.43%	96.47%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.98%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.43%	99.17%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	91.18%	85.94%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.96%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.86%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.52%	95.56%
CHEMBL4072	P07858	Cathepsin B	88.28%	93.67%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.24%	93.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.24%	93.99%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	86.75%	83.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.63%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	85.43%	92.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.31%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.17%	97.25%
CHEMBL3045	P05771	Protein kinase C beta	83.79%	97.63%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.36%	94.08%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.17%	97.14%
CHEMBL5028	O14672	ADAM10	82.11%	97.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.99%	96.00%
CHEMBL220	P22303	Acetylcholinesterase	80.82%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.46%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.16%	89.00%
CHEMBL3180	O00748	Carboxylesterase 2	80.03%	90.00%

Plants that contains it

• Euphorbia esula

Cross-Links

• PubChem: 162912005
• LOTUS: LTS0177706
• wikiData: Q104970587