[(1R,3S,4R,5R,7R,8R,9S,10Z,12S,13R,14S)-4,9,13-triacetyloxy-3,6,6,10,14-pentamethyl-2-oxo-16-oxatetracyclo[10.3.1.01,12.05,7]hexadec-10-en-8-yl] pyridine-3-carboxylate

Details

• Internal ID: 0ebe930e-5632-4195-a968-67e139a76cab
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(1R,3S,4R,5R,7R,8R,9S,10Z,12S,13R,14S)-4,9,13-triacetyloxy-3,6,6,10,14-pentamethyl-2-oxo-16-oxatetracyclo[10.3.1.01,12.05,7]hexadec-10-en-8-yl] pyridine-3-carboxylate
• SMILES (Canonical): CC1CC23C(=O)C(C(C4C(C4(C)C)C(C(C(=CC2(C1OC(=O)C)O3)C)OC(=O)C)OC(=O)C5=CN=CC=C5)OC(=O)C)C
• SMILES (Isomeric): C[C@H]1C[C@]23C(=O)[C@H]([C@@H]([C@@H]4[C@H](C4(C)C)[C@H]([C@H](/C(=C\[C@@]2([C@@H]1OC(=O)C)O3)/C)OC(=O)C)OC(=O)C5=CN=CC=C5)OC(=O)C)C
• InChI: InChI=1S/C32H39NO10/c1-15-12-32-28(41-20(6)36)16(2)13-31(32,43-32)27(37)17(3)25(40-19(5)35)22-23(30(22,7)8)26(24(15)39-18(4)34)42-29(38)21-10-9-11-33-14-21/h9-12,14,16-17,22-26,28H,13H2,1-8H3/b15-12-/t16-,17-,22-,23-,24-,25-,26+,28+,31-,32-/m0/s1
• InChI Key: LIDBPZOYRAXILI-ZFOXUNKQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₉NO₁₀
• Molecular Weight: 597.70 g/mol
• Exact Mass: 597.25739644 g/mol
• Topological Polar Surface Area (TPSA): 148.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.39
• H-Bond Acceptor: 11
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9792	97.92%
Caco-2	-	0.7862	78.62%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6332	63.32%
OATP2B1 inhibitior	-	0.7180	71.80%
OATP1B1 inhibitior	+	0.8511	85.11%
OATP1B3 inhibitior	+	0.8942	89.42%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9903	99.03%
P-glycoprotein inhibitior	+	0.8976	89.76%
P-glycoprotein substrate	+	0.5392	53.92%
CYP3A4 substrate	+	0.6764	67.64%
CYP2C9 substrate	-	0.6080	60.80%
CYP2D6 substrate	-	0.8701	87.01%
CYP3A4 inhibition	+	0.6140	61.40%
CYP2C9 inhibition	-	0.7649	76.49%
CYP2C19 inhibition	-	0.6044	60.44%
CYP2D6 inhibition	-	0.8937	89.37%
CYP1A2 inhibition	-	0.6367	63.67%
CYP2C8 inhibition	+	0.7685	76.85%
CYP inhibitory promiscuity	+	0.5723	57.23%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.4052	40.52%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.8952	89.52%
Skin irritation	-	0.7550	75.50%
Skin corrosion	-	0.9316	93.16%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4354	43.54%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.7081	70.81%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7189	71.89%
Acute Oral Toxicity (c)	III	0.5227	52.27%
Estrogen receptor binding	+	0.8037	80.37%
Androgen receptor binding	+	0.6913	69.13%
Thyroid receptor binding	+	0.6806	68.06%
Glucocorticoid receptor binding	+	0.7958	79.58%
Aromatase binding	+	0.6331	63.31%
PPAR gamma	+	0.7494	74.94%
Honey bee toxicity	-	0.7881	78.81%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9123	91.23%

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	97.62%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.33%	86.33%
CHEMBL2996	Q05655	Protein kinase C delta	97.21%	97.79%
CHEMBL2581	P07339	Cathepsin D	95.54%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.22%	99.23%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	94.09%	81.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	93.10%	89.34%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.91%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.41%	85.14%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	91.93%	94.80%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.73%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.64%	91.11%
CHEMBL4208	P20618	Proteasome component C5	85.13%	90.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	85.03%	83.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.09%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.03%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.53%	95.89%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.19%	93.40%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.04%	89.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.27%	97.33%

Plants that contains it

• Euphorbia ingens
• Tridax trilobata

Cross-Links

• PubChem: 163188095
• LOTUS: LTS0051813
• wikiData: Q104946426