Cyclocarposide

Details

• Internal ID: 45904e63-8c56-44a3-b881-7dd0d11f3f27
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: (2R,3R,4R,5R,6S)-2-[[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-14-hydroxy-15-[(2R,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12,16-tetramethyl-6-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-9-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CC3C4(CC(C(C4(CCC35CC56C2C(C(CC6)OC7C(C(C(CO7)O)O)O)(C)C)C)C8(CCC(O8)C(C)(C)O)C)O)C)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2C[C@H]3[C@@]4(C[C@@H]([C@@H]([C@]4(CC[C@]35C[C@]56[C@@H]2C([C@H](CC6)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O)(C)C)C)[C@]8(CC[C@H](O8)C(C)(C)O)C)O)C)O)O)O
• InChI: InChI=1S/C41H68O13/c1-19-26(44)28(46)30(48)34(51-19)52-22-15-23-38(7)16-20(42)31(39(8)11-9-25(54-39)36(4,5)49)37(38,6)13-14-40(23)18-41(40)12-10-24(35(2,3)32(22)41)53-33-29(47)27(45)21(43)17-50-33/h19-34,42-49H,9-18H2,1-8H3/t19-,20-,21+,22-,23-,24-,25-,26-,27-,28+,29+,30+,31-,32-,33-,34-,37+,38-,39+,40-,41+/m0/s1
• InChI Key: UPADPCUOTDTWHH-KIJOYTLZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₈O₁₃
• Molecular Weight: 769.00 g/mol
• Exact Mass: 768.46599222 g/mol
• Topological Polar Surface Area (TPSA): 208.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.75
• H-Bond Acceptor: 13
• H-Bond Donor: 8
• Rotatable Bonds: 6

Synonyms

• CHEMBL201643
• BDBM50176698

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8027	80.27%
Caco-2	-	0.8638	86.38%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7091	70.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8559	85.59%
OATP1B3 inhibitior	+	0.9344	93.44%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.7655	76.55%
P-glycoprotein inhibitior	+	0.7582	75.82%
P-glycoprotein substrate	+	0.5553	55.53%
CYP3A4 substrate	+	0.7265	72.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8303	83.03%
CYP3A4 inhibition	-	0.8676	86.76%
CYP2C9 inhibition	-	0.8056	80.56%
CYP2C19 inhibition	-	0.8552	85.52%
CYP2D6 inhibition	-	0.9385	93.85%
CYP1A2 inhibition	-	0.8824	88.24%
CYP2C8 inhibition	+	0.7000	70.00%
CYP inhibitory promiscuity	-	0.9410	94.10%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6238	62.38%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9087	90.87%
Skin irritation	-	0.7055	70.55%
Skin corrosion	-	0.9369	93.69%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7043	70.43%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6557	65.57%
skin sensitisation	-	0.8950	89.50%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.9622	96.22%
Acute Oral Toxicity (c)	I	0.5481	54.81%
Estrogen receptor binding	+	0.5654	56.54%
Androgen receptor binding	+	0.7335	73.35%
Thyroid receptor binding	-	0.5838	58.38%
Glucocorticoid receptor binding	+	0.6187	61.87%
Aromatase binding	+	0.6636	66.36%
PPAR gamma	+	0.6898	68.98%
Honey bee toxicity	-	0.6228	62.28%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9303	93.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.66%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.04%	97.25%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.37%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.21%	86.33%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	92.03%	97.31%
CHEMBL284	P27487	Dipeptidyl peptidase IV	91.74%	95.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.05%	97.09%
CHEMBL259	P32245	Melanocortin receptor 4	90.67%	95.38%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	90.59%	83.57%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.50%	96.77%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.40%	97.36%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.84%	89.00%
CHEMBL1914	P06276	Butyrylcholinesterase	88.56%	95.00%
CHEMBL240	Q12809	HERG	88.13%	89.76%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.54%	96.61%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	87.43%	100.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	86.63%	85.31%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.63%	96.09%
CHEMBL204	P00734	Thrombin	85.47%	96.01%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	84.86%	95.58%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.85%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.84%	96.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.71%	97.14%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.68%	92.88%
CHEMBL226	P30542	Adenosine A1 receptor	83.63%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.19%	95.89%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.85%	97.33%
CHEMBL1871	P10275	Androgen Receptor	82.59%	96.43%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.03%	91.07%
CHEMBL4302	P08183	P-glycoprotein 1	80.82%	92.98%
CHEMBL1977	P11473	Vitamin D receptor	80.51%	99.43%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.18%	94.45%

Plants that contains it

• Astragalus coluteocarpus

Cross-Links

• PubChem: 21626605
• LOTUS: LTS0047881
• wikiData: Q105276672