[(1S,4S,5R,6R,9S,10R,12R,14R)-4-acetyloxy-5-hydroxy-3,11,11,14-tetramethyl-7-[[(E)-2-methylbut-2-enoyl]oxymethyl]-15-oxo-6-tetracyclo[7.5.1.01,5.010,12]pentadeca-2,7-dienyl] 2-[(2-aminobenzoyl)amino]benzoate

Details

• Internal ID: 505eb20a-72dc-4106-9f1a-55bbc7bce09f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Tigliane and ingenane diterpenoids
• IUPAC Name: [(1S,4S,5R,6R,9S,10R,12R,14R)-4-acetyloxy-5-hydroxy-3,11,11,14-tetramethyl-7-[[(E)-2-methylbut-2-enoyl]oxymethyl]-15-oxo-6-tetracyclo[7.5.1.01,5.010,12]pentadeca-2,7-dienyl] 2-[(2-aminobenzoyl)amino]benzoate
• SMILES (Canonical): CC=C(C)C(=O)OCC1=CC2C3C(C3(C)C)CC(C4(C2=O)C=C(C(C4(C1OC(=O)C5=CC=CC=C5NC(=O)C6=CC=CC=C6N)O)OC(=O)C)C)C
• SMILES (Isomeric): C/C=C(\C)/C(=O)OCC1=C[C@H]2[C@H]3[C@H](C3(C)C)C[C@H]([C@]4(C2=O)C=C([C@@H]([C@]4([C@@H]1OC(=O)C5=CC=CC=C5NC(=O)C6=CC=CC=C6N)O)OC(=O)C)C)C
• InChI: InChI=1S/C41H46N2O9/c1-8-21(2)37(47)50-20-25-18-28-32-29(39(32,6)7)17-23(4)40(33(28)45)19-22(3)34(51-24(5)44)41(40,49)35(25)52-38(48)27-14-10-12-16-31(27)43-36(46)26-13-9-11-15-30(26)42/h8-16,18-19,23,28-29,32,34-35,49H,17,20,42H2,1-7H3,(H,43,46)/b21-8+/t23-,28+,29-,32+,34+,35-,40+,41-/m1/s1
• InChI Key: VKTQBPNQGVOSBA-YRJGORBASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₄₆N₂O₉
• Molecular Weight: 710.80 g/mol
• Exact Mass: 710.32033105 g/mol
• Topological Polar Surface Area (TPSA): 171.00 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 5.60
• H-Bond Acceptor: 10
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8879	88.79%
Caco-2	-	0.8411	84.11%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5031	50.31%
OATP2B1 inhibitior	+	0.7029	70.29%
OATP1B1 inhibitior	+	0.8094	80.94%
OATP1B3 inhibitior	+	0.9288	92.88%
MATE1 inhibitior	-	0.7900	79.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9949	99.49%
P-glycoprotein inhibitior	+	0.8623	86.23%
P-glycoprotein substrate	+	0.8325	83.25%
CYP3A4 substrate	+	0.7258	72.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8656	86.56%
CYP3A4 inhibition	-	0.8454	84.54%
CYP2C9 inhibition	-	0.5986	59.86%
CYP2C19 inhibition	-	0.5904	59.04%
CYP2D6 inhibition	-	0.8635	86.35%
CYP1A2 inhibition	-	0.6507	65.07%
CYP2C8 inhibition	+	0.7703	77.03%
CYP inhibitory promiscuity	+	0.7001	70.01%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5866	58.66%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.9154	91.54%
Skin irritation	-	0.7814	78.14%
Skin corrosion	-	0.9330	93.30%
Ames mutagenesis	-	0.5678	56.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7249	72.49%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	-	0.5334	53.34%
skin sensitisation	-	0.8497	84.97%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.8707	87.07%
Acute Oral Toxicity (c)	III	0.5615	56.15%
Estrogen receptor binding	+	0.8241	82.41%
Androgen receptor binding	+	0.7749	77.49%
Thyroid receptor binding	+	0.6848	68.48%
Glucocorticoid receptor binding	+	0.8230	82.30%
Aromatase binding	+	0.6653	66.53%
PPAR gamma	+	0.7926	79.26%
Honey bee toxicity	-	0.5845	58.45%
Biodegradation	-	0.8250	82.50%
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	99.48%	95.00%
CHEMBL221	P23219	Cyclooxygenase-1	99.21%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.51%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	97.62%	97.79%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	97.27%	82.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.13%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.38%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.81%	97.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	93.55%	89.34%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	90.65%	91.07%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.29%	93.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.18%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.60%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.10%	86.33%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	87.34%	81.11%
CHEMBL340	P08684	Cytochrome P450 3A4	86.92%	91.19%
CHEMBL240	Q12809	HERG	86.49%	89.76%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	86.11%	85.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.51%	96.47%
CHEMBL5028	O14672	ADAM10	84.09%	97.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.91%	97.36%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	83.43%	96.67%
CHEMBL230	P35354	Cyclooxygenase-2	82.87%	89.63%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.91%	95.17%
CHEMBL3401	O75469	Pregnane X receptor	81.85%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.21%	94.45%

Plants that contains it

• Euphorbia cornigera

Cross-Links

• PubChem: 44139537
• LOTUS: LTS0198809
• wikiData: Q105288082