[(1R,2R,3R,4S,5S,7R,9S,10R,11S,13S,15R)-9,15-diacetyloxy-7-hydroxy-5,9,12,12-tetramethyl-2-(2-methylpropanoyloxy)-8-oxo-4-propanoyloxy-1-tetracyclo[8.5.0.03,7.011,13]pentadecanyl]methyl pyridine-3-carboxylate

Details

• Internal ID: 1b8c6e4e-6058-44f2-aade-6cea2f9963dd
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: [(1R,2R,3R,4S,5S,7R,9S,10R,11S,13S,15R)-9,15-diacetyloxy-7-hydroxy-5,9,12,12-tetramethyl-2-(2-methylpropanoyloxy)-8-oxo-4-propanoyloxy-1-tetracyclo[8.5.0.03,7.011,13]pentadecanyl]methyl pyridine-3-carboxylate
• SMILES (Canonical): CCC(=O)OC1C(CC2(C1C(C3(C(CC4C(C3C(C2=O)(C)OC(=O)C)C4(C)C)OC(=O)C)COC(=O)C5=CN=CC=C5)OC(=O)C(C)C)O)C
• SMILES (Isomeric): CCC(=O)O[C@H]1[C@H](C[C@]2([C@H]1[C@H]([C@@]3([C@@H](C[C@H]4[C@@H]([C@H]3[C@](C2=O)(C)OC(=O)C)C4(C)C)OC(=O)C)COC(=O)C5=CN=CC=C5)OC(=O)C(C)C)O)C
• InChI: InChI=1S/C37H49NO12/c1-10-25(41)48-28-19(4)15-37(45)27(28)30(49-31(42)18(2)3)36(17-46-32(43)22-12-11-13-38-16-22)24(47-20(5)39)14-23-26(34(23,7)8)29(36)35(9,33(37)44)50-21(6)40/h11-13,16,18-19,23-24,26-30,45H,10,14-15,17H2,1-9H3/t19-,23-,24+,26-,27+,28-,29-,30+,35-,36+,37+/m0/s1
• InChI Key: KRURFYCUEYWTFI-BGAPUMCSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₄₉NO₁₂
• Molecular Weight: 699.80 g/mol
• Exact Mass: 699.32547600 g/mol
• Topological Polar Surface Area (TPSA): 182.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.63
• H-Bond Acceptor: 13
• H-Bond Donor: 1
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9844	98.44%
Caco-2	-	0.8217	82.17%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6308	63.08%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.8425	84.25%
OATP1B3 inhibitior	+	0.9268	92.68%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9633	96.33%
P-glycoprotein inhibitior	+	0.8288	82.88%
P-glycoprotein substrate	+	0.6854	68.54%
CYP3A4 substrate	+	0.6922	69.22%
CYP2C9 substrate	-	0.5816	58.16%
CYP2D6 substrate	-	0.8718	87.18%
CYP3A4 inhibition	+	0.5123	51.23%
CYP2C9 inhibition	-	0.7188	71.88%
CYP2C19 inhibition	-	0.6913	69.13%
CYP2D6 inhibition	-	0.9271	92.71%
CYP1A2 inhibition	-	0.6518	65.18%
CYP2C8 inhibition	+	0.8051	80.51%
CYP inhibitory promiscuity	-	0.7514	75.14%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6133	61.33%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.8999	89.99%
Skin irritation	-	0.7706	77.06%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	-	0.5637	56.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6979	69.79%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.5857	58.57%
skin sensitisation	-	0.8282	82.82%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.9277	92.77%
Acute Oral Toxicity (c)	III	0.5523	55.23%
Estrogen receptor binding	+	0.7736	77.36%
Androgen receptor binding	+	0.7050	70.50%
Thyroid receptor binding	+	0.6115	61.15%
Glucocorticoid receptor binding	+	0.7349	73.49%
Aromatase binding	+	0.6692	66.92%
PPAR gamma	+	0.7406	74.06%
Honey bee toxicity	-	0.6591	65.91%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9189	91.89%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.01%	97.25%
CHEMBL2996	Q05655	Protein kinase C delta	99.00%	97.79%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.57%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.64%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.76%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.97%	86.33%
CHEMBL2581	P07339	Cathepsin D	95.88%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	94.27%	89.34%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.45%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.27%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	89.61%	90.17%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	87.83%	98.75%
CHEMBL2535	P11166	Glucose transporter	87.38%	98.75%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.11%	91.07%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.09%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.00%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.94%	92.62%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.97%	82.69%
CHEMBL5028	O14672	ADAM10	82.89%	97.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.17%	94.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.93%	94.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.70%	96.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.31%	89.00%
CHEMBL4040	P28482	MAP kinase ERK2	80.84%	83.82%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.81%	100.00%

Plants that contains it

• Euphorbia pithyusa

Cross-Links

• PubChem: 10794821
• LOTUS: LTS0213727
• wikiData: Q105145248