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

Details

• Internal ID: 8db0b79b-e52f-495a-896f-707794a42ed6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Tigliane and ingenane diterpenoids
• IUPAC Name: [(1S,4S,5R,6R,9S,10R,11R,12S,14R)-12-[(2R)-2,3-dimethylbutanoyl]oxy-7-[[(2R)-2,3-dimethylbutanoyl]oxymethyl]-4,5,6-trihydroxy-3,11,14-trimethyl-15-oxo-11-tetracyclo[7.5.1.01,5.010,12]pentadeca-2,7-dienyl]methyl benzoate
• InChI: InChI=1S/C39H52O10/c1-20(2)24(7)33(43)47-18-27-15-28-29-36(9,19-48-35(45)26-13-11-10-12-14-26)38(29,49-34(44)25(8)21(3)4)17-23(6)37(32(28)42)16-22(5)30(40)39(37,46)31(27)41/h10-16,20-21,23-25,28-31,40-41,46H,17-19H2,1-9H3/t23-,24-,25-,28+,29-,30+,31-,36+,37+,38+,39-/m1/s1
• InChI Key: WDKPBNYMKPOGBR-FVGNGFPFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₅₂O₁₀
• Molecular Weight: 680.80 g/mol
• Exact Mass: 680.35604785 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.45
• H-Bond Acceptor: 10
• H-Bond Donor: 3
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9410	94.10%
Caco-2	-	0.8431	84.31%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8258	82.58%
OATP2B1 inhibitior	-	0.7122	71.22%
OATP1B1 inhibitior	+	0.8725	87.25%
OATP1B3 inhibitior	+	0.9085	90.85%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9682	96.82%
P-glycoprotein inhibitior	+	0.8127	81.27%
P-glycoprotein substrate	+	0.6907	69.07%
CYP3A4 substrate	+	0.6983	69.83%
CYP2C9 substrate	-	0.8047	80.47%
CYP2D6 substrate	-	0.8639	86.39%
CYP3A4 inhibition	-	0.8723	87.23%
CYP2C9 inhibition	+	0.5091	50.91%
CYP2C19 inhibition	-	0.7387	73.87%
CYP2D6 inhibition	-	0.9287	92.87%
CYP1A2 inhibition	-	0.7164	71.64%
CYP2C8 inhibition	+	0.7037	70.37%
CYP inhibitory promiscuity	-	0.8673	86.73%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6425	64.25%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9147	91.47%
Skin irritation	-	0.7160	71.60%
Skin corrosion	-	0.9538	95.38%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6596	65.96%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.5647	56.47%
skin sensitisation	-	0.7929	79.29%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.6173	61.73%
Acute Oral Toxicity (c)	III	0.4258	42.58%
Estrogen receptor binding	+	0.8010	80.10%
Androgen receptor binding	+	0.7751	77.51%
Thyroid receptor binding	+	0.6440	64.40%
Glucocorticoid receptor binding	+	0.7500	75.00%
Aromatase binding	+	0.6822	68.22%
PPAR gamma	+	0.7320	73.20%
Honey bee toxicity	-	0.7700	77.00%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
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
CHEMBL221	P23219	Cyclooxygenase-1	96.55%	90.17%
CHEMBL2581	P07339	Cathepsin D	95.66%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	95.66%	97.79%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.21%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.95%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.51%	97.09%
CHEMBL4072	P07858	Cathepsin B	90.50%	93.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.40%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.03%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.96%	99.23%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.42%	94.62%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.45%	96.47%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.84%	99.17%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.07%	97.14%
CHEMBL299	P17252	Protein kinase C alpha	82.68%	98.03%
CHEMBL2535	P11166	Glucose transporter	82.50%	98.75%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.20%	82.69%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.76%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.42%	94.45%
CHEMBL4208	P20618	Proteasome component C5	80.88%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.35%	89.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.16%	93.00%

Plants that contains it

• Euphorbia esula

Cross-Links

• PubChem: 162995672
• LOTUS: LTS0241426
• wikiData: Q105302480