[(1S,2S,3S,4S,5R,6R,7S,9R,12R)-4,5,12-triacetyloxy-6-(acetyloxymethyl)-2,3-dihydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] pyridine-3-carboxylate

Details

• Internal ID: df86fda0-9eda-4f71-a4f3-f90193fa5efc
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: [(1S,2S,3S,4S,5R,6R,7S,9R,12R)-4,5,12-triacetyloxy-6-(acetyloxymethyl)-2,3-dihydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] pyridine-3-carboxylate
• SMILES (Canonical): CC(=O)OCC12C(CC3C(C1(C(C(C(C2OC(=O)C)OC(=O)C)O)(C)O)OC3(C)C)OC(=O)C)OC(=O)C4=CN=CC=C4
• SMILES (Isomeric): CC(=O)OC[C@]12[C@H](C[C@@H]3[C@H]([C@@]1([C@@]([C@H]([C@@H]([C@@H]2OC(=O)C)OC(=O)C)O)(C)O)OC3(C)C)OC(=O)C)OC(=O)C4=CN=CC=C4
• InChI: InChI=1S/C29H37NO13/c1-14(31)38-13-28-20(42-25(36)18-9-8-10-30-12-18)11-19-23(40-16(3)33)29(28,43-26(19,5)6)27(7,37)22(35)21(39-15(2)32)24(28)41-17(4)34/h8-10,12,19-24,35,37H,11,13H2,1-7H3/t19-,20+,21+,22+,23-,24+,27+,28-,29+/m1/s1
• InChI Key: CYZIYICOTBDCKH-ZZEZNBSFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₇NO₁₃
• Molecular Weight: 607.60 g/mol
• Exact Mass: 607.22649023 g/mol
• Topological Polar Surface Area (TPSA): 194.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.64
• H-Bond Acceptor: 14
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7535	75.35%
Caco-2	-	0.7929	79.29%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7130	71.30%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.8707	87.07%
OATP1B3 inhibitior	+	0.9174	91.74%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8268	82.68%
P-glycoprotein inhibitior	+	0.8046	80.46%
P-glycoprotein substrate	-	0.5722	57.22%
CYP3A4 substrate	+	0.6604	66.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8629	86.29%
CYP3A4 inhibition	-	0.7641	76.41%
CYP2C9 inhibition	-	0.8661	86.61%
CYP2C19 inhibition	-	0.8120	81.20%
CYP2D6 inhibition	-	0.9357	93.57%
CYP1A2 inhibition	-	0.7324	73.24%
CYP2C8 inhibition	+	0.7974	79.74%
CYP inhibitory promiscuity	-	0.7982	79.82%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5443	54.43%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.8930	89.30%
Skin irritation	-	0.7951	79.51%
Skin corrosion	-	0.9370	93.70%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6811	68.11%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.5338	53.38%
skin sensitisation	-	0.8584	85.84%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.6659	66.59%
Acute Oral Toxicity (c)	III	0.5902	59.02%
Estrogen receptor binding	+	0.7686	76.86%
Androgen receptor binding	+	0.6607	66.07%
Thyroid receptor binding	+	0.6241	62.41%
Glucocorticoid receptor binding	+	0.5980	59.80%
Aromatase binding	+	0.5953	59.53%
PPAR gamma	+	0.6949	69.49%
Honey bee toxicity	-	0.7819	78.19%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5955	59.55%
Fish aquatic toxicity	+	0.8903	89.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.20%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	97.63%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.87%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.76%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	93.85%	90.17%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	92.49%	81.11%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.76%	91.11%
CHEMBL2581	P07339	Cathepsin D	88.13%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.65%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.56%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.75%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.97%	100.00%
CHEMBL5028	O14672	ADAM10	83.65%	97.50%
CHEMBL4208	P20618	Proteasome component C5	83.62%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.63%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.55%	97.25%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.54%	93.10%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.96%	91.07%

Plants that contains it

• Gymnosporia serrata

Cross-Links

• PubChem: 101324727
• LOTUS: LTS0016767
• wikiData: Q104972619