Cimiracemoside E

Details

• Internal ID: 8bcfd234-abe9-4c27-b774-a4ad02d5faab
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: [(1S)-2-hydroxy-1-[(1S,4R,5R,6R,8R,10R,12S,13R,16R,18S,21R)-6-(hydroxymethyl)-4,12,17,17-tetramethyl-11-oxo-18-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-9-oxahexacyclo[11.9.0.01,21.04,12.05,10.016,21]docosan-8-yl]-2-methylpropyl] acetate
• SMILES (Canonical): CC(=O)OC(C1CC(C2C(O1)C(=O)C3(C2(CCC45C3CCC6C4(C5)CCC(C6(C)C)OC7C(C(C(CO7)O)O)O)C)C)CO)C(C)(C)O
• SMILES (Isomeric): CC(=O)O[C@@H]([C@H]1C[C@H]([C@H]2[C@@H](O1)C(=O)[C@@]3([C@@]2(CC[C@]45[C@H]3CC[C@@H]6[C@]4(C5)CC[C@@H](C6(C)C)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O)C)C)CO)C(C)(C)O
• InChI: InChI=1S/C37H58O11/c1-18(39)46-30(33(4,5)44)21-14-19(15-38)25-28(47-21)29(43)35(7)23-9-8-22-32(2,3)24(48-31-27(42)26(41)20(40)16-45-31)10-11-36(22)17-37(23,36)13-12-34(25,35)6/h19-28,30-31,38,40-42,44H,8-17H2,1-7H3/t19-,20+,21+,22-,23-,24-,25-,26-,27+,28+,30-,31-,34+,35+,36+,37-/m0/s1
• InChI Key: WBQXCIWJYDQQNN-VNAQBZDGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₈O₁₁
• Molecular Weight: 678.80 g/mol
• Exact Mass: 678.39791266 g/mol
• Topological Polar Surface Area (TPSA): 172.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.51
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

• Cimiracemoside E, (-)-
• UNII-M5H3G60RPD
• M5H3G60RPD
• 290821-40-8
• 9,19-Cyclolanostan-15-one, 24-(acetyloxy)-16,23-epoxy-21,25-dihydroxy-3-(beta-D-xylopyranosyloxy)-, (3beta,16beta,23R,24S)-
• Q27283514
• 9,19-CYCLOLANOSTAN-15-ONE, 24-(ACETYLOXY)-16,23-EPOXY-21,25-DIHYDROXY-3-(.BETA.-D-XYLOPYRANOSYLOXY)-, (3.BETA.,16.BETA.,23R,24S)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5583	55.83%
Caco-2	-	0.8604	86.04%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7272	72.72%
OATP2B1 inhibitior	-	0.7326	73.26%
OATP1B1 inhibitior	+	0.8317	83.17%
OATP1B3 inhibitior	+	0.9129	91.29%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.8343	83.43%
P-glycoprotein inhibitior	+	0.7647	76.47%
P-glycoprotein substrate	+	0.5803	58.03%
CYP3A4 substrate	+	0.7197	71.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8845	88.45%
CYP3A4 inhibition	-	0.8492	84.92%
CYP2C9 inhibition	-	0.7876	78.76%
CYP2C19 inhibition	-	0.8640	86.40%
CYP2D6 inhibition	-	0.9553	95.53%
CYP1A2 inhibition	-	0.9034	90.34%
CYP2C8 inhibition	+	0.6716	67.16%
CYP inhibitory promiscuity	-	0.9765	97.65%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6966	69.66%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9198	91.98%
Skin irritation	-	0.6943	69.43%
Skin corrosion	-	0.9413	94.13%
Ames mutagenesis	+	0.5130	51.30%
Human Ether-a-go-go-Related Gene inhibition	-	0.3983	39.83%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5929	59.29%
skin sensitisation	-	0.9222	92.22%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6119	61.19%
Acute Oral Toxicity (c)	I	0.5104	51.04%
Estrogen receptor binding	+	0.6089	60.89%
Androgen receptor binding	+	0.7375	73.75%
Thyroid receptor binding	-	0.5705	57.05%
Glucocorticoid receptor binding	+	0.6689	66.89%
Aromatase binding	+	0.6830	68.30%
PPAR gamma	+	0.6627	66.27%
Honey bee toxicity	-	0.7008	70.08%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.8965	89.65%

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	99.28%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.94%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.45%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.88%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.09%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.04%	96.77%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	92.42%	98.75%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.08%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.80%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.24%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.72%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.56%	97.14%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	90.27%	95.71%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	89.24%	92.88%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.31%	91.07%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.93%	86.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.09%	96.61%
CHEMBL340	P08684	Cytochrome P450 3A4	85.57%	91.19%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.34%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.32%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.21%	92.62%
CHEMBL5028	O14672	ADAM10	85.09%	97.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.28%	91.24%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.68%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.58%	95.89%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	82.03%	90.93%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.62%	97.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.36%	99.17%

Plants that contains it

• Actaea racemosa

Cross-Links

• PubChem: 91827210
• LOTUS: LTS0101769
• wikiData: Q27283514