(3a,4-Diacetyloxy-1-benzoyloxy-2,5,8,8,12-pentamethyl-9-oxo-1,2,3,4,5,10,11,13a-octahydrocyclopenta[12]annulen-11-yl) pyridine-3-carboxylate

Details

• Internal ID: e34a34d6-12d9-42a4-953e-c61c0cc29a1b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Jatrophane and cyclojatrophane diterpenoids
• IUPAC Name: (3a,4-diacetyloxy-1-benzoyloxy-2,5,8,8,12-pentamethyl-9-oxo-1,2,3,4,5,10,11,13a-octahydrocyclopenta[12]annulen-11-yl) pyridine-3-carboxylate
• SMILES (Canonical): CC1CC2(C(C1OC(=O)C3=CC=CC=C3)C=C(C(CC(=O)C(C=CC(C2OC(=O)C)C)(C)C)OC(=O)C4=CN=CC=C4)C)OC(=O)C
• SMILES (Isomeric): CC1CC2(C(C1OC(=O)C3=CC=CC=C3)C=C(C(CC(=O)C(C=CC(C2OC(=O)C)C)(C)C)OC(=O)C4=CN=CC=C4)C)OC(=O)C
• InChI: InChI=1S/C37H43NO9/c1-22-15-16-36(6,7)31(41)19-30(45-35(43)28-14-11-17-38-21-28)23(2)18-29-32(46-34(42)27-12-9-8-10-13-27)24(3)20-37(29,47-26(5)40)33(22)44-25(4)39/h8-18,21-22,24,29-30,32-33H,19-20H2,1-7H3
• InChI Key: DTEIMVRBDJBZAX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₄₃NO₉
• Molecular Weight: 645.70 g/mol
• Exact Mass: 645.29378195 g/mol
• Topological Polar Surface Area (TPSA): 135.00 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.86
• H-Bond Acceptor: 10
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9911	99.11%
Caco-2	-	0.7984	79.84%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6587	65.87%
OATP2B1 inhibitior	-	0.7140	71.40%
OATP1B1 inhibitior	+	0.8531	85.31%
OATP1B3 inhibitior	+	0.8927	89.27%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	1.0000	100.00%
P-glycoprotein inhibitior	+	0.9407	94.07%
P-glycoprotein substrate	+	0.5864	58.64%
CYP3A4 substrate	+	0.6748	67.48%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.8814	88.14%
CYP3A4 inhibition	+	0.5472	54.72%
CYP2C9 inhibition	-	0.7399	73.99%
CYP2C19 inhibition	-	0.5796	57.96%
CYP2D6 inhibition	-	0.8733	87.33%
CYP1A2 inhibition	-	0.5146	51.46%
CYP2C8 inhibition	+	0.8364	83.64%
CYP inhibitory promiscuity	+	0.5736	57.36%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5036	50.36%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9031	90.31%
Skin irritation	-	0.7507	75.07%
Skin corrosion	-	0.9409	94.09%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8103	81.03%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.6010	60.10%
skin sensitisation	-	0.7386	73.86%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7101	71.01%
Acute Oral Toxicity (c)	III	0.5220	52.20%
Estrogen receptor binding	+	0.7968	79.68%
Androgen receptor binding	+	0.6924	69.24%
Thyroid receptor binding	+	0.7300	73.00%
Glucocorticoid receptor binding	+	0.8328	83.28%
Aromatase binding	+	0.5798	57.98%
PPAR gamma	+	0.7786	77.86%
Honey bee toxicity	-	0.7481	74.81%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9794	97.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.04%	86.33%
CHEMBL2581	P07339	Cathepsin D	96.87%	98.95%
CHEMBL3524	P56524	Histone deacetylase 4	96.49%	92.97%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	96.12%	99.23%
CHEMBL2996	Q05655	Protein kinase C delta	94.73%	97.79%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.67%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	91.33%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.62%	96.09%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	89.28%	96.00%
CHEMBL1951	P21397	Monoamine oxidase A	88.89%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.84%	91.11%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	87.13%	83.00%
CHEMBL4208	P20618	Proteasome component C5	86.92%	90.00%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	86.73%	96.39%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.64%	94.80%
CHEMBL5028	O14672	ADAM10	84.24%	97.50%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	83.72%	81.11%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.45%	93.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.48%	91.07%
CHEMBL4040	P28482	MAP kinase ERK2	81.12%	83.82%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	81.03%	96.47%

Plants that contains it

• Euphorbia helioscopia

Cross-Links

• PubChem: 162949486
• LOTUS: LTS0162814
• wikiData: Q104988231