[(1S,2R,6R,10S,11R,13S,14R,15R)-13-acetyloxy-1,6-dihydroxy-4,12,12,15-tetramethyl-14-(3-methylbutanoyloxy)-5-oxo-8-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl]methyl (Z)-2-methylbut-2-enoate

Details

• Internal ID: 5bea5a3c-e938-48fc-9816-7468b802fc6c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Tigliane and ingenane diterpenoids > Phorbol esters
• IUPAC Name: [(1S,2R,6R,10S,11R,13S,14R,15R)-13-acetyloxy-1,6-dihydroxy-4,12,12,15-tetramethyl-14-(3-methylbutanoyloxy)-5-oxo-8-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl]methyl (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OCC1=CC2C3C(C3(C(C(C2(C4C=C(C(=O)C4(C1)O)C)O)C)OC(=O)CC(C)C)OC(=O)C)(C)C
• SMILES (Isomeric): C/C=C(/C)\C(=O)OCC1=C[C@H]2[C@H]3[C@](C3(C)C)([C@@H]([C@H]([C@@]2([C@H]4C=C(C(=O)[C@]4(C1)O)C)O)C)OC(=O)CC(C)C)OC(=O)C
• InChI: InChI=1S/C32H44O9/c1-10-17(4)28(36)39-15-21-13-22-25-29(8,9)32(25,41-20(7)33)27(40-24(34)11-16(2)3)19(6)31(22,38)23-12-18(5)26(35)30(23,37)14-21/h10,12-13,16,19,22-23,25,27,37-38H,11,14-15H2,1-9H3/b17-10-/t19-,22+,23+,25-,27-,30-,31-,32-/m1/s1
• InChI Key: BRFQBYWASYKGNH-CRTZIRQNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₄O₉
• Molecular Weight: 572.70 g/mol
• Exact Mass: 572.29853298 g/mol
• Topological Polar Surface Area (TPSA): 136.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.62
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9505	95.05%
Caco-2	-	0.7631	76.31%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6905	69.05%
OATP2B1 inhibitior	-	0.8542	85.42%
OATP1B1 inhibitior	+	0.8139	81.39%
OATP1B3 inhibitior	+	0.9432	94.32%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9454	94.54%
P-glycoprotein inhibitior	+	0.8290	82.90%
P-glycoprotein substrate	+	0.6135	61.35%
CYP3A4 substrate	+	0.6855	68.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9177	91.77%
CYP3A4 inhibition	-	0.8831	88.31%
CYP2C9 inhibition	-	0.6381	63.81%
CYP2C19 inhibition	-	0.8574	85.74%
CYP2D6 inhibition	-	0.9238	92.38%
CYP1A2 inhibition	-	0.8603	86.03%
CYP2C8 inhibition	+	0.5805	58.05%
CYP inhibitory promiscuity	-	0.8064	80.64%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6010	60.10%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9163	91.63%
Skin irritation	-	0.6480	64.80%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5136	51.36%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.6725	67.25%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.5531	55.31%
Acute Oral Toxicity (c)	III	0.5177	51.77%
Estrogen receptor binding	+	0.7221	72.21%
Androgen receptor binding	+	0.7187	71.87%
Thyroid receptor binding	+	0.5630	56.30%
Glucocorticoid receptor binding	+	0.7588	75.88%
Aromatase binding	+	0.7472	74.72%
PPAR gamma	+	0.6648	66.48%
Honey bee toxicity	-	0.7055	70.55%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9493	94.93%

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	98.04%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.64%	97.25%
CHEMBL2996	Q05655	Protein kinase C delta	94.67%	97.79%
CHEMBL2581	P07339	Cathepsin D	94.45%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	94.00%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.61%	94.45%
CHEMBL299	P17252	Protein kinase C alpha	92.15%	98.03%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.84%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.37%	95.56%
CHEMBL4794	Q8NER1	Vanilloid receptor	89.13%	98.97%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.92%	93.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.77%	86.33%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.30%	96.47%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.69%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.55%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.39%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.34%	99.23%
CHEMBL4208	P20618	Proteasome component C5	85.19%	90.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.57%	97.21%
CHEMBL221	P23219	Cyclooxygenase-1	82.42%	90.17%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.33%	90.08%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.17%	85.00%

Plants that contains it

• Euphorbia caerulescens

Cross-Links

• PubChem: 162866423
• LOTUS: LTS0046225
• wikiData: Q104944766