(10,13-diacetyloxy-1-benzoyloxy-3a-hydroxy-2,5,8,8-tetramethyl-12-methylidene-4-oxo-2,3,5,9,10,11,13,13a-octahydro-1H-cyclopenta[12]annulen-9-yl) pyridine-3-carboxylate

Details

• Internal ID: 1b633347-c87e-456f-bfe2-6fdcf6056946
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Jatrophane and cyclojatrophane diterpenoids
• IUPAC Name: (10,13-diacetyloxy-1-benzoyloxy-3a-hydroxy-2,5,8,8-tetramethyl-12-methylidene-4-oxo-2,3,5,9,10,11,13,13a-octahydro-1H-cyclopenta[12]annulen-9-yl) pyridine-3-carboxylate
• SMILES (Canonical): CC1CC2(C(C1OC(=O)C3=CC=CC=C3)C(C(=C)CC(C(C(C=CC(C2=O)C)(C)C)OC(=O)C4=CN=CC=C4)OC(=O)C)OC(=O)C)O
• SMILES (Isomeric): CC1CC2(C(C1OC(=O)C3=CC=CC=C3)C(C(=C)CC(C(C(C=CC(C2=O)C)(C)C)OC(=O)C4=CN=CC=C4)OC(=O)C)OC(=O)C)O
• InChI: InChI=1S/C37H43NO10/c1-21-15-16-36(6,7)33(48-35(43)27-14-11-17-38-20-27)28(45-24(4)39)18-22(2)30(46-25(5)40)29-31(23(3)19-37(29,44)32(21)41)47-34(42)26-12-9-8-10-13-26/h8-17,20-21,23,28-31,33,44H,2,18-19H2,1,3-7H3
• InChI Key: TZYAEJLEGGOFET-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₄₃NO₁₀
• Molecular Weight: 661.70 g/mol
• Exact Mass: 661.28869657 g/mol
• Topological Polar Surface Area (TPSA): 155.00 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 4.83
• H-Bond Acceptor: 11
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9804	98.04%
Caco-2	-	0.8392	83.92%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6005	60.05%
OATP2B1 inhibitior	+	0.5673	56.73%
OATP1B1 inhibitior	+	0.8683	86.83%
OATP1B3 inhibitior	+	0.8936	89.36%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9957	99.57%
P-glycoprotein inhibitior	+	0.9128	91.28%
P-glycoprotein substrate	+	0.5604	56.04%
CYP3A4 substrate	+	0.6781	67.81%
CYP2C9 substrate	-	0.8021	80.21%
CYP2D6 substrate	-	0.8874	88.74%
CYP3A4 inhibition	+	0.6197	61.97%
CYP2C9 inhibition	-	0.7502	75.02%
CYP2C19 inhibition	-	0.6532	65.32%
CYP2D6 inhibition	-	0.8979	89.79%
CYP1A2 inhibition	-	0.6901	69.01%
CYP2C8 inhibition	+	0.7325	73.25%
CYP inhibitory promiscuity	-	0.7200	72.00%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4807	48.07%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9121	91.21%
Skin irritation	-	0.7459	74.59%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6561	65.61%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.7109	71.09%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6174	61.74%
Acute Oral Toxicity (c)	III	0.4945	49.45%
Estrogen receptor binding	+	0.7752	77.52%
Androgen receptor binding	+	0.6485	64.85%
Thyroid receptor binding	+	0.6726	67.26%
Glucocorticoid receptor binding	+	0.7736	77.36%
Aromatase binding	+	0.5807	58.07%
PPAR gamma	+	0.7229	72.29%
Honey bee toxicity	-	0.6769	67.69%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9624	96.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.94%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.99%	86.33%
CHEMBL2581	P07339	Cathepsin D	96.52%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.76%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.87%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	92.45%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.01%	85.14%
CHEMBL2996	Q05655	Protein kinase C delta	89.21%	97.79%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.06%	96.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.01%	91.07%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	86.12%	96.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	85.86%	83.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.82%	94.62%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.97%	89.34%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.73%	95.89%
CHEMBL2535	P11166	Glucose transporter	83.42%	98.75%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.22%	97.33%
CHEMBL5028	O14672	ADAM10	83.12%	97.50%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.89%	96.67%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.01%	93.00%
CHEMBL1902	P62942	FK506-binding protein 1A	80.88%	97.05%

Plants that contains it

• Euphorbia characias

Cross-Links

• PubChem: 162896380
• LOTUS: LTS0266876
• wikiData: Q105268484