[(1S,2S,6R,10S,11R,13S,14R,15R)-1,6-dihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-13-[(2R)-2-methylbutanoyl]oxy-5-oxo-14-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl] decanoate

Details

• Internal ID: 6fb53976-8c8c-491e-beac-7782dc91a6a3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Tigliane and ingenane diterpenoids > Phorbol esters
• IUPAC Name: [(1S,2S,6R,10S,11R,13S,14R,15R)-1,6-dihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-13-[(2R)-2-methylbutanoyl]oxy-5-oxo-14-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl] decanoate
• SMILES (Canonical): CCCCCCCCCC(=O)OC1C(C2(C(C=C(CC3(C2C=C(C3=O)C)O)CO)C4C1(C4(C)C)OC(=O)C(C)CC)O)C
• SMILES (Isomeric): CCCCCCCCCC(=O)O[C@@H]1[C@H]([C@]2([C@@H](C=C(C[C@]3([C@H]2C=C(C3=O)C)O)CO)[C@H]4[C@@]1(C4(C)C)OC(=O)[C@H](C)CC)O)C
• InChI: InChI=1S/C35H54O8/c1-8-10-11-12-13-14-15-16-27(37)42-30-23(5)34(41)25(28-32(6,7)35(28,30)43-31(39)21(3)9-2)18-24(20-36)19-33(40)26(34)17-22(4)29(33)38/h17-18,21,23,25-26,28,30,36,40-41H,8-16,19-20H2,1-7H3/t21-,23-,25+,26-,28-,30-,33-,34-,35-/m1/s1
• InChI Key: MJYTZOPOHSKFOT-KRAIMLKBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₄O₈
• Molecular Weight: 602.80 g/mol
• Exact Mass: 602.38186868 g/mol
• Topological Polar Surface Area (TPSA): 130.00 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 5.22
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9816	98.16%
Caco-2	-	0.7801	78.01%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7776	77.76%
OATP2B1 inhibitior	-	0.8602	86.02%
OATP1B1 inhibitior	+	0.8216	82.16%
OATP1B3 inhibitior	+	0.9222	92.22%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.6275	62.75%
BSEP inhibitior	+	0.9348	93.48%
P-glycoprotein inhibitior	+	0.8339	83.39%
P-glycoprotein substrate	+	0.6315	63.15%
CYP3A4 substrate	+	0.6717	67.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9180	91.80%
CYP3A4 inhibition	-	0.6727	67.27%
CYP2C9 inhibition	+	0.8939	89.39%
CYP2C19 inhibition	-	0.9026	90.26%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9046	90.46%
CYP2C8 inhibition	+	0.5775	57.75%
CYP inhibitory promiscuity	-	0.8148	81.48%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7029	70.29%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9217	92.17%
Skin irritation	+	0.4927	49.27%
Skin corrosion	-	0.9520	95.20%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4254	42.54%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5289	52.89%
skin sensitisation	-	0.8776	87.76%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.8064	80.64%
Acute Oral Toxicity (c)	III	0.4712	47.12%
Estrogen receptor binding	+	0.7260	72.60%
Androgen receptor binding	+	0.7330	73.30%
Thyroid receptor binding	-	0.5320	53.20%
Glucocorticoid receptor binding	+	0.7560	75.60%
Aromatase binding	+	0.7501	75.01%
PPAR gamma	+	0.6037	60.37%
Honey bee toxicity	-	0.8342	83.42%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6626	66.26%
Fish aquatic toxicity	+	0.9894	98.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL299	P17252	Protein kinase C alpha	99.44%	98.03%
CHEMBL2996	Q05655	Protein kinase C delta	99.39%	97.79%
CHEMBL2581	P07339	Cathepsin D	99.06%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.85%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.84%	96.09%
CHEMBL3045	P05771	Protein kinase C beta	94.66%	97.63%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.37%	91.11%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	91.90%	85.94%
CHEMBL5255	O00206	Toll-like receptor 4	91.38%	92.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.99%	94.45%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	90.50%	97.29%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.43%	91.24%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.86%	96.47%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.61%	93.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.25%	99.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.02%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.83%	95.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.12%	100.00%
CHEMBL202	P00374	Dihydrofolate reductase	85.29%	89.92%
CHEMBL1937	Q92769	Histone deacetylase 2	85.08%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.97%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.65%	97.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	84.05%	90.08%
CHEMBL3437	Q16853	Amine oxidase, copper containing	83.59%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.40%	86.33%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.65%	92.88%
CHEMBL4794	Q8NER1	Vanilloid receptor	81.69%	98.97%
CHEMBL340	P08684	Cytochrome P450 3A4	80.44%	91.19%

Plants that contains it

• Croton tiglium

Cross-Links

• PubChem: 162847521
• LOTUS: LTS0141190
• wikiData: Q105165753