[(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-benzamido-3-hydroxybenzoyl)amino]benzoate

Details

• Internal ID: 95d24f3d-2db9-4daa-9b34-640e4d7bdafd
• 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-benzamido-3-hydroxybenzoyl)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=C(C(=CC=C6)O)NC(=O)C7=CC=CC=C7)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=C(C(=CC=C6)O)NC(=O)C7=CC=CC=C7)C)O)O)COC(=O)C
• InChI: InChI=1S/C43H44N2O10/c1-22-20-42-23(2)18-30-33(41(30,4)5)29(36(42)49)19-26(21-54-24(3)46)35(48)43(42,53)37(22)55-40(52)27-14-9-10-16-31(27)44-39(51)28-15-11-17-32(47)34(28)45-38(50)25-12-7-6-8-13-25/h6-17,19-20,23,29-30,33,35,37,47-48,53H,18,21H2,1-5H3,(H,44,51)(H,45,50)/t23-,29+,30-,33+,35-,37+,42+,43+/m1/s1
• InChI Key: GGQLNZXDFPZARP-RXSKJSMJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₄₄N₂O₁₀
• Molecular Weight: 748.80 g/mol
• Exact Mass: 748.29959560 g/mol
• Topological Polar Surface Area (TPSA): 189.00 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 5.46
• 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	-	0.8675	86.75%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5737	57.37%
OATP2B1 inhibitior	+	0.7035	70.35%
OATP1B1 inhibitior	+	0.8159	81.59%
OATP1B3 inhibitior	+	0.9233	92.33%
MATE1 inhibitior	-	0.8100	81.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9799	97.99%
P-glycoprotein inhibitior	+	0.7803	78.03%
P-glycoprotein substrate	+	0.8569	85.69%
CYP3A4 substrate	+	0.7361	73.61%
CYP2C9 substrate	-	0.8016	80.16%
CYP2D6 substrate	-	0.8675	86.75%
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	+	0.8299	82.99%
CYP inhibitory promiscuity	+	0.7248	72.48%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6629	66.29%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.9139	91.39%
Skin irritation	-	0.7815	78.15%
Skin corrosion	-	0.9310	93.10%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7890	78.90%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	-	0.6355	63.55%
skin sensitisation	-	0.8519	85.19%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.7193	71.93%
Acute Oral Toxicity (c)	III	0.5943	59.43%
Estrogen receptor binding	+	0.8386	83.86%
Androgen receptor binding	+	0.7820	78.20%
Thyroid receptor binding	+	0.6696	66.96%
Glucocorticoid receptor binding	+	0.7702	77.02%
Aromatase binding	+	0.6145	61.45%
PPAR gamma	+	0.8001	80.01%
Honey bee toxicity	-	0.6295	62.95%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
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	99.98%	95.00%
CHEMBL2996	Q05655	Protein kinase C delta	99.44%	97.79%
CHEMBL221	P23219	Cyclooxygenase-1	99.02%	90.17%
CHEMBL1951	P21397	Monoamine oxidase A	98.99%	91.49%
CHEMBL240	Q12809	HERG	98.90%	89.76%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.16%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	96.25%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.30%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.70%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.72%	86.33%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	93.04%	81.11%
CHEMBL340	P08684	Cytochrome P450 3A4	92.19%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.11%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.04%	91.11%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	90.66%	91.07%
CHEMBL2581	P07339	Cathepsin D	90.50%	98.95%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	89.21%	87.67%
CHEMBL2535	P11166	Glucose transporter	88.30%	98.75%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	87.46%	92.67%
CHEMBL5028	O14672	ADAM10	87.33%	97.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.37%	85.14%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	85.41%	95.58%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.18%	96.47%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	84.89%	85.83%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	83.68%	94.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.31%	95.50%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.50%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	82.17%	94.73%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.37%	82.69%
CHEMBL230	P35354	Cyclooxygenase-2	81.28%	89.63%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.12%	94.00%

Plants that contains it

• Euphorbia leuconeura

Cross-Links

• PubChem: 15489125
• LOTUS: LTS0231439
• wikiData: Q105008280