[(1R,3R,4R,6R,8R,10R,12R,13R,14S,15S)-1,10,12,14-tetraacetyloxy-3,7,7,15-tetramethyl-11-methylidene-2-oxo-5-oxatricyclo[11.3.0.04,6]hexadecan-8-yl] pyridine-3-carboxylate

Details

• Internal ID: 95d454aa-d168-4a52-8a6a-fabf5bca4a2f
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: [(1R,3R,4R,6R,8R,10R,12R,13R,14S,15S)-1,10,12,14-tetraacetyloxy-3,7,7,15-tetramethyl-11-methylidene-2-oxo-5-oxatricyclo[11.3.0.04,6]hexadecan-8-yl] pyridine-3-carboxylate
• SMILES (Canonical): CC1CC2(C(C1OC(=O)C)C(C(=C)C(CC(C(C3C(O3)C(C2=O)C)(C)C)OC(=O)C4=CN=CC=C4)OC(=O)C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): C[C@H]1C[C@]2([C@H]([C@H]1OC(=O)C)[C@H](C(=C)[C@@H](C[C@H](C([C@@H]3[C@H](O3)[C@H](C2=O)C)(C)C)OC(=O)C4=CN=CC=C4)OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C34H43NO12/c1-16-14-34(47-22(7)39)26(27(16)43-20(5)37)28(44-21(6)38)17(2)24(42-19(4)36)13-25(45-32(41)23-11-10-12-35-15-23)33(8,9)31-29(46-31)18(3)30(34)40/h10-12,15-16,18,24-29,31H,2,13-14H2,1,3-9H3/t16-,18+,24+,25+,26+,27-,28-,29+,31-,34+/m0/s1
• InChI Key: YAQJUDMDTLVWQD-QEIDTUIESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₃NO₁₂
• Molecular Weight: 657.70 g/mol
• Exact Mass: 657.27852581 g/mol
• Topological Polar Surface Area (TPSA): 174.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.32
• H-Bond Acceptor: 13
• 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	+	0.9784	97.84%
Caco-2	-	0.8213	82.13%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5502	55.02%
OATP2B1 inhibitior	-	0.5661	56.61%
OATP1B1 inhibitior	+	0.8414	84.14%
OATP1B3 inhibitior	+	0.8750	87.50%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9466	94.66%
P-glycoprotein inhibitior	+	0.9111	91.11%
P-glycoprotein substrate	+	0.6259	62.59%
CYP3A4 substrate	+	0.7019	70.19%
CYP2C9 substrate	+	0.5911	59.11%
CYP2D6 substrate	-	0.8739	87.39%
CYP3A4 inhibition	+	0.6720	67.20%
CYP2C9 inhibition	-	0.8118	81.18%
CYP2C19 inhibition	-	0.6696	66.96%
CYP2D6 inhibition	-	0.9043	90.43%
CYP1A2 inhibition	-	0.5851	58.51%
CYP2C8 inhibition	+	0.7778	77.78%
CYP inhibitory promiscuity	-	0.7358	73.58%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5162	51.62%
Eye corrosion	-	0.9828	98.28%
Eye irritation	-	0.8985	89.85%
Skin irritation	-	0.7076	70.76%
Skin corrosion	-	0.9100	91.00%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4333	43.33%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.6552	65.52%
skin sensitisation	-	0.6909	69.09%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.4626	46.26%
Acute Oral Toxicity (c)	III	0.5304	53.04%
Estrogen receptor binding	+	0.7379	73.79%
Androgen receptor binding	+	0.6709	67.09%
Thyroid receptor binding	+	0.6120	61.20%
Glucocorticoid receptor binding	+	0.7699	76.99%
Aromatase binding	+	0.6532	65.32%
PPAR gamma	+	0.7678	76.78%
Honey bee toxicity	-	0.6460	64.60%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9528	95.28%

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	97.74%	86.33%
CHEMBL2996	Q05655	Protein kinase C delta	94.77%	97.79%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.82%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	93.15%	91.49%
CHEMBL2039	P27338	Monoamine oxidase B	93.09%	92.51%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	91.55%	89.34%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.48%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.06%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.97%	85.14%
CHEMBL2581	P07339	Cathepsin D	90.84%	98.95%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	89.67%	81.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.84%	96.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.67%	94.80%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.41%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.57%	94.45%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	82.52%	96.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.42%	100.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.06%	94.08%

Plants that contains it

• Euphorbia kansui

Cross-Links

• PubChem: 21589732
• LOTUS: LTS0108912
• wikiData: Q105345514