[(1S,4S,5R,6S,9R,10R,11R,12R,14R)-4,6-diacetyloxy-11-(acetyloxymethyl)-5-hydroxy-3,11,14-trimethyl-15-oxo-7-tetracyclo[7.5.1.01,5.010,12]pentadeca-2,7-dienyl] hexadecanoate

Details

• Internal ID: 743352e8-f971-4d12-b9e5-4576e3c6dfc0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Tigliane and ingenane diterpenoids
• IUPAC Name: [(1S,4S,5R,6S,9R,10R,11R,12R,14R)-4,6-diacetyloxy-11-(acetyloxymethyl)-5-hydroxy-3,11,14-trimethyl-15-oxo-7-tetracyclo[7.5.1.01,5.010,12]pentadeca-2,7-dienyl] hexadecanoate
• SMILES (Canonical): CCCCCCCCCCCCCCCC(=O)OC1=CC2C3C(C3(C)COC(=O)C)CC(C4(C2=O)C=C(C(C4(C1OC(=O)C)O)OC(=O)C)C)C
• SMILES (Isomeric): CCCCCCCCCCCCCCCC(=O)OC1=C[C@H]2[C@H]3[C@H]([C@@]3(C)COC(=O)C)C[C@H]([C@]4(C2=O)C=C([C@@H]([C@]4([C@@H]1OC(=O)C)O)OC(=O)C)C)C
• InChI: InChI=1S/C41H62O10/c1-8-9-10-11-12-13-14-15-16-17-18-19-20-21-34(45)51-33-23-31-35-32(39(35,7)25-48-28(4)42)22-27(3)40(36(31)46)24-26(2)37(49-29(5)43)41(40,47)38(33)50-30(6)44/h23-24,27,31-32,35,37-38,47H,8-22,25H2,1-7H3/t27-,31+,32-,35+,37+,38-,39-,40+,41-/m1/s1
• InChI Key: OVFTUVNTXYNAAN-HVEFPQJESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₂O₁₀
• Molecular Weight: 714.90 g/mol
• Exact Mass: 714.43429817 g/mol
• Topological Polar Surface Area (TPSA): 143.00 Ų
• XlogP: 8.30
• Atomic LogP (AlogP): 7.49
• H-Bond Acceptor: 10
• H-Bond Donor: 1
• Rotatable Bonds: 19

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9839	98.39%
Caco-2	-	0.8225	82.25%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7525	75.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8279	82.79%
OATP1B3 inhibitior	+	0.9692	96.92%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9852	98.52%
P-glycoprotein inhibitior	+	0.7991	79.91%
P-glycoprotein substrate	+	0.7217	72.17%
CYP3A4 substrate	+	0.7006	70.06%
CYP2C9 substrate	-	0.8125	81.25%
CYP2D6 substrate	-	0.8643	86.43%
CYP3A4 inhibition	-	0.8203	82.03%
CYP2C9 inhibition	-	0.6440	64.40%
CYP2C19 inhibition	-	0.8298	82.98%
CYP2D6 inhibition	-	0.9168	91.68%
CYP1A2 inhibition	-	0.6678	66.78%
CYP2C8 inhibition	+	0.6585	65.85%
CYP inhibitory promiscuity	-	0.8839	88.39%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6200	62.00%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9075	90.75%
Skin irritation	+	0.5742	57.42%
Skin corrosion	-	0.9570	95.70%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4824	48.24%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.5700	57.00%
skin sensitisation	-	0.8596	85.96%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6012	60.12%
Acute Oral Toxicity (c)	III	0.5573	55.73%
Estrogen receptor binding	+	0.7933	79.33%
Androgen receptor binding	+	0.7480	74.80%
Thyroid receptor binding	-	0.5504	55.04%
Glucocorticoid receptor binding	+	0.6982	69.82%
Aromatase binding	+	0.6398	63.98%
PPAR gamma	+	0.6704	67.04%
Honey bee toxicity	-	0.7172	71.72%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.7987	79.87%
Fish aquatic toxicity	+	0.9914	99.14%

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	99.86%	97.79%
CHEMBL299	P17252	Protein kinase C alpha	98.62%	98.03%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.21%	96.09%
CHEMBL230	P35354	Cyclooxygenase-2	97.82%	89.63%
CHEMBL2581	P07339	Cathepsin D	96.92%	98.95%
CHEMBL3045	P05771	Protein kinase C beta	96.44%	97.63%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.19%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.25%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.60%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	92.58%	90.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.47%	82.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.42%	86.33%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	91.92%	85.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.81%	97.09%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	88.91%	92.86%
CHEMBL5255	O00206	Toll-like receptor 4	88.65%	92.50%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	87.72%	97.29%
CHEMBL340	P08684	Cytochrome P450 3A4	87.25%	91.19%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.31%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.13%	89.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.03%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.33%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.25%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.37%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.29%	95.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.18%	96.47%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.93%	93.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.50%	94.80%

Plants that contains it

• Euphorbia quinquecostata

Cross-Links

• PubChem: 44566861
• LOTUS: LTS0026854
• wikiData: Q105200690