[(1S,4S,5S,6R,9S,10R,12R,14R)-7-(acetyloxymethyl)-5,6-dihydroxy-3,11,11,14-tetramethyl-15-oxo-4-tetracyclo[7.5.1.01,5.010,12]pentadeca-2,7-dienyl] 2-[(2-aminobenzoyl)amino]benzoate

Details

• Internal ID: 7ceb6b59-3a61-4c32-9d9e-1aae0f8fce2c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Tigliane and ingenane diterpenoids
• IUPAC Name: [(1S,4S,5S,6R,9S,10R,12R,14R)-7-(acetyloxymethyl)-5,6-dihydroxy-3,11,11,14-tetramethyl-15-oxo-4-tetracyclo[7.5.1.01,5.010,12]pentadeca-2,7-dienyl] 2-[(2-aminobenzoyl)amino]benzoate
• SMILES (Canonical): CC1CC2C(C2(C)C)C3C=C(C(C4(C1(C3=O)C=C(C4OC(=O)C5=CC=CC=C5NC(=O)C6=CC=CC=C6N)C)O)O)COC(=O)C
• SMILES (Isomeric): C[C@@H]1C[C@@H]2[C@@H](C2(C)C)[C@@H]3C=C([C@H]([C@]4([C@@]1(C3=O)C=C([C@@H]4OC(=O)C5=CC=CC=C5NC(=O)C6=CC=CC=C6N)C)O)O)COC(=O)C
• InChI: InChI=1S/C36H40N2O8/c1-18-16-35-19(2)14-25-28(34(25,4)5)24(30(35)41)15-21(17-45-20(3)39)29(40)36(35,44)31(18)46-33(43)23-11-7-9-13-27(23)38-32(42)22-10-6-8-12-26(22)37/h6-13,15-16,19,24-25,28-29,31,40,44H,14,17,37H2,1-5H3,(H,38,42)/t19-,24+,25-,28+,29-,31+,35+,36+/m1/s1
• InChI Key: JRZMRXGXGXQDFH-YNXRVEAYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₀N₂O₈
• Molecular Weight: 628.70 g/mol
• Exact Mass: 628.27846624 g/mol
• Topological Polar Surface Area (TPSA): 165.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.09
• H-Bond Acceptor: 9
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8538	85.38%
Caco-2	-	0.8366	83.66%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5256	52.56%
OATP2B1 inhibitior	+	0.7088	70.88%
OATP1B1 inhibitior	+	0.8318	83.18%
OATP1B3 inhibitior	+	0.9268	92.68%
MATE1 inhibitior	-	0.8500	85.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9917	99.17%
P-glycoprotein inhibitior	+	0.8037	80.37%
P-glycoprotein substrate	+	0.8450	84.50%
CYP3A4 substrate	+	0.7168	71.68%
CYP2C9 substrate	-	0.8030	80.30%
CYP2D6 substrate	-	0.8482	84.82%
CYP3A4 inhibition	-	0.8255	82.55%
CYP2C9 inhibition	-	0.6264	62.64%
CYP2C19 inhibition	-	0.6172	61.72%
CYP2D6 inhibition	-	0.8648	86.48%
CYP1A2 inhibition	-	0.6289	62.89%
CYP2C8 inhibition	+	0.7324	73.24%
CYP inhibitory promiscuity	+	0.6010	60.10%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6237	62.37%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.9246	92.46%
Skin irritation	-	0.7789	77.89%
Skin corrosion	-	0.9304	93.04%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6628	66.28%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	-	0.5855	58.55%
skin sensitisation	-	0.8473	84.73%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.7721	77.21%
Acute Oral Toxicity (c)	III	0.5680	56.80%
Estrogen receptor binding	+	0.8250	82.50%
Androgen receptor binding	+	0.7788	77.88%
Thyroid receptor binding	+	0.6558	65.58%
Glucocorticoid receptor binding	+	0.8076	80.76%
Aromatase binding	+	0.6891	68.91%
PPAR gamma	+	0.7978	79.78%
Honey bee toxicity	-	0.6022	60.22%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
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
CHEMBL1914	P06276	Butyrylcholinesterase	99.70%	95.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.09%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	99.04%	90.17%
CHEMBL2996	Q05655	Protein kinase C delta	98.76%	97.79%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.73%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	95.52%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.79%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.59%	97.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.58%	91.07%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.30%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.18%	85.14%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.33%	96.47%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.10%	89.34%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.05%	97.36%
CHEMBL340	P08684	Cytochrome P450 3A4	85.90%	91.19%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.58%	95.50%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	85.44%	81.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.33%	99.23%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.18%	94.62%
CHEMBL5028	O14672	ADAM10	84.39%	97.50%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.08%	96.67%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.68%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	82.41%	83.82%
CHEMBL2581	P07339	Cathepsin D	81.99%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.63%	94.00%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	80.55%	87.67%

Plants that contains it

• Euphorbia cornigera
• Euphorbia leuconeura
• Euphorbia milii

Cross-Links

• PubChem: 45271785
• NPASS: NPC108804
• LOTUS: LTS0167773
• wikiData: Q105134216