[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-[[3-hydroxy-2-(2-methylbut-2-enoylamino)benzoyl]amino]benzoate

Details

• Internal ID: 9f60abeb-497b-4203-b7c2-cfd4e9ec9cf6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Tigliane and ingenane diterpenoids
• IUPAC Name: [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-[[3-hydroxy-2-(2-methylbut-2-enoylamino)benzoyl]amino]benzoate
• SMILES (Canonical): CC=C(C)C(=O)NC1=C(C=CC=C1O)C(=O)NC2=CC=CC=C2C(=O)OC3C(=CC45C3(C(C(=CC(C4=O)C6C(C6(C)C)CC5C)COC(=O)C)O)O)C
• SMILES (Isomeric): CC=C(C)C(=O)NC1=C(C=CC=C1O)C(=O)NC2=CC=CC=C2C(=O)OC3C(=CC45C3(C(C(=CC(C4=O)C6C(C6(C)C)CC5C)COC(=O)C)O)O)C
• InChI: InChI=1S/C41H46N2O10/c1-8-20(2)36(48)43-32-26(13-11-15-30(32)45)37(49)42-29-14-10-9-12-25(29)38(50)53-35-21(3)18-40-22(4)16-28-31(39(28,6)7)27(34(40)47)17-24(19-52-23(5)44)33(46)41(35,40)51/h8-15,17-18,22,27-28,31,33,35,45-46,51H,16,19H2,1-7H3,(H,42,49)(H,43,48)
• InChI Key: GMCHDUVWKRKYAC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₄₆N₂O₁₀
• Molecular Weight: 726.80 g/mol
• Exact Mass: 726.31524567 g/mol
• Topological Polar Surface Area (TPSA): 189.00 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 5.11
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8584	85.84%
Caco-2	-	0.8618	86.18%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5737	57.37%
OATP2B1 inhibitior	+	0.7064	70.64%
OATP1B1 inhibitior	+	0.8092	80.92%
OATP1B3 inhibitior	+	0.9233	92.33%
MATE1 inhibitior	-	0.8100	81.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9867	98.67%
P-glycoprotein inhibitior	+	0.7825	78.25%
P-glycoprotein substrate	+	0.8658	86.58%
CYP3A4 substrate	+	0.7421	74.21%
CYP2C9 substrate	-	0.8018	80.18%
CYP2D6 substrate	-	0.8763	87.63%
CYP3A4 inhibition	-	0.8072	80.72%
CYP2C9 inhibition	-	0.6022	60.22%
CYP2C19 inhibition	-	0.6282	62.82%
CYP2D6 inhibition	-	0.8733	87.33%
CYP1A2 inhibition	-	0.6370	63.70%
CYP2C8 inhibition	+	0.8053	80.53%
CYP inhibitory promiscuity	+	0.7248	72.48%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6629	66.29%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.9148	91.48%
Skin irritation	-	0.7815	78.15%
Skin corrosion	-	0.9310	93.10%
Ames mutagenesis	+	0.5522	55.22%
Human Ether-a-go-go-Related Gene inhibition	+	0.7880	78.80%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	-	0.5980	59.80%
skin sensitisation	-	0.8519	85.19%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5962	59.62%
Acute Oral Toxicity (c)	III	0.5943	59.43%
Estrogen receptor binding	+	0.8392	83.92%
Androgen receptor binding	+	0.7754	77.54%
Thyroid receptor binding	+	0.6694	66.94%
Glucocorticoid receptor binding	+	0.7788	77.88%
Aromatase binding	+	0.6512	65.12%
PPAR gamma	+	0.7994	79.94%
Honey bee toxicity	-	0.6040	60.40%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
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	99.91%	95.00%
CHEMBL2996	Q05655	Protein kinase C delta	99.01%	97.79%
CHEMBL240	Q12809	HERG	98.38%	89.76%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.37%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	98.35%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.50%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.40%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.57%	82.69%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	93.20%	91.07%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.86%	94.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.60%	99.23%
CHEMBL2581	P07339	Cathepsin D	92.01%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	91.82%	91.49%
CHEMBL340	P08684	Cytochrome P450 3A4	91.20%	91.19%
CHEMBL230	P35354	Cyclooxygenase-2	89.75%	89.63%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.62%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.56%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	88.81%	94.73%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.88%	91.24%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.58%	95.50%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	86.76%	92.67%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.88%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.71%	94.45%
CHEMBL5028	O14672	ADAM10	84.53%	97.50%
CHEMBL2535	P11166	Glucose transporter	84.51%	98.75%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	82.40%	95.58%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.16%	89.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.38%	85.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.66%	96.67%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.57%	89.34%

Plants that contains it

• Euphorbia milii

Cross-Links

• PubChem: 163044086
• LOTUS: LTS0048158
• wikiData: Q105011671