[1,6,14-Trihydroxy-4,12,12,15-tetramethyl-13-(2-methylbut-2-enoyloxy)-5-oxo-8-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl]methyl octadeca-9,12-dienoate

Details

• Internal ID: 30b15829-7b53-4371-a68e-743febdbd9f8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Tigliane and ingenane diterpenoids > Phorbol esters
• IUPAC Name: [1,6,14-trihydroxy-4,12,12,15-tetramethyl-13-(2-methylbut-2-enoyloxy)-5-oxo-8-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl]methyl octadeca-9,12-dienoate
• SMILES (Canonical): CCCCCC=CCC=CCCCCCCCC(=O)OCC1=CC2C3C(C3(C(C(C2(C4C=C(C(=O)C4(C1)O)C)O)C)O)OC(=O)C(=CC)C)(C)C
• SMILES (Isomeric): CCCCCC=CCC=CCCCCCCCC(=O)OCC1=CC2C3C(C3(C(C(C2(C4C=C(C(=O)C4(C1)O)C)O)C)O)OC(=O)C(=CC)C)(C)C
• InChI: InChI=1S/C43H64O8/c1-8-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-35(44)50-28-32-26-33-36-40(6,7)43(36,51-39(47)29(3)9-2)38(46)31(5)42(33,49)34-25-30(4)37(45)41(34,48)27-32/h9,13-14,16-17,25-26,31,33-34,36,38,46,48-49H,8,10-12,15,18-24,27-28H2,1-7H3
• InChI Key: XVWMMWFBGOHQFS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₆₄O₈
• Molecular Weight: 709.00 g/mol
• Exact Mass: 708.46011900 g/mol
• Topological Polar Surface Area (TPSA): 130.00 Ų
• XlogP: 8.30
• Atomic LogP (AlogP): 7.81
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9788	97.88%
Caco-2	-	0.8317	83.17%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7542	75.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7358	73.58%
OATP1B3 inhibitior	+	0.9595	95.95%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6635	66.35%
BSEP inhibitior	+	0.9908	99.08%
P-glycoprotein inhibitior	+	0.7693	76.93%
P-glycoprotein substrate	+	0.6641	66.41%
CYP3A4 substrate	+	0.7175	71.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9170	91.70%
CYP3A4 inhibition	-	0.8046	80.46%
CYP2C9 inhibition	+	0.7335	73.35%
CYP2C19 inhibition	-	0.8899	88.99%
CYP2D6 inhibition	-	0.9128	91.28%
CYP1A2 inhibition	-	0.8811	88.11%
CYP2C8 inhibition	+	0.7102	71.02%
CYP inhibitory promiscuity	-	0.8208	82.08%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6675	66.75%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9159	91.59%
Skin irritation	+	0.5534	55.34%
Skin corrosion	-	0.9515	95.15%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7379	73.79%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8304	83.04%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.6371	63.71%
Acute Oral Toxicity (c)	III	0.4515	45.15%
Estrogen receptor binding	+	0.8298	82.98%
Androgen receptor binding	+	0.7230	72.30%
Thyroid receptor binding	+	0.5392	53.92%
Glucocorticoid receptor binding	+	0.7788	77.88%
Aromatase binding	+	0.6157	61.57%
PPAR gamma	+	0.6880	68.80%
Honey bee toxicity	-	0.7948	79.48%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.8500	85.00%
Fish aquatic toxicity	+	0.9932	99.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.37%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.99%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.98%	99.17%
CHEMBL299	P17252	Protein kinase C alpha	96.61%	98.03%
CHEMBL2996	Q05655	Protein kinase C delta	95.25%	97.79%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.94%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	92.56%	94.75%
CHEMBL325	Q13547	Histone deacetylase 1	92.22%	95.92%
CHEMBL221	P23219	Cyclooxygenase-1	91.70%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.57%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.54%	86.33%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	91.49%	85.94%
CHEMBL3045	P05771	Protein kinase C beta	90.92%	97.63%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.65%	97.25%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	89.54%	92.08%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	89.50%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.01%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.44%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.19%	95.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	86.11%	90.08%
CHEMBL5255	O00206	Toll-like receptor 4	85.81%	92.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.76%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.46%	93.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.34%	97.09%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	83.06%	91.81%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.55%	91.24%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.99%	96.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.96%	100.00%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	80.88%	96.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.79%	82.38%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.19%	97.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.06%	95.89%

Plants that contains it

• Croton tiglium

Cross-Links

• PubChem: 78410837
• LOTUS: LTS0179768
• wikiData: Q105343223