Momordicoside C

Details

• Internal ID: ffbb48ef-ea56-4e69-a9fe-735c6befb09f
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(3S,8R,9R,10S,13R,14S,17R)-4,4,9,13,14-pentamethyl-17-[(2R)-4,5,6-trihydroxy-6-methylheptan-2-yl]-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxan-2-yl]methoxy]oxane-3,4,5-triol
• SMILES (Canonical): CC(CC(C(C(C)(C)O)O)O)C1CCC2(C1(CCC3(C2CC=C4C3CCC(C4(C)C)OC5C(C(C(C(O5)COC6C(C(C(C(O6)CO)O)O)O)O)O)O)C)C)C
• SMILES (Isomeric): C[C@H](CC(C(C(C)(C)O)O)O)[C@H]1CC[C@@]2([C@@]1(CC[C@@]3([C@H]2CC=C4[C@H]3CC[C@@H](C4(C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)O)O)C)C)C
• InChI: InChI=1S/C42H72O14/c1-20(17-24(44)35(51)39(4,5)52)21-13-14-42(8)27-11-9-22-23(40(27,6)15-16-41(21,42)7)10-12-28(38(22,2)3)56-37-34(50)32(48)30(46)26(55-37)19-53-36-33(49)31(47)29(45)25(18-43)54-36/h9,20-21,23-37,43-52H,10-19H2,1-8H3/t20-,21-,23-,24?,25-,26-,27-,28+,29-,30-,31+,32+,33-,34-,35?,36-,37+,40+,41-,42+/m1/s1
• InChI Key: MKORKSXRXHAVFX-GAKVBPSZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₇₂O₁₄
• Molecular Weight: 801.00 g/mol
• Exact Mass: 800.49220697 g/mol
• Topological Polar Surface Area (TPSA): 239.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.12
• H-Bond Acceptor: 14
• H-Bond Donor: 10
• Rotatable Bonds: 11

Synonyms

• 78887-72-6
• RefChem:159408
• CHEMBL2335921
• SCHEMBL29934885
• CHEBI:145191
• DTXSID201316880
• (1S,4S)-23,24,25-Trihydroxy-9alpha,10,14-trimethyl-8beta-4,9-cyclo-9,10-secocholest-5-en-1-yl 6-O-beta-D-glucopyranosyl-beta-D-glucopyranoside

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7547	75.47%
Caco-2	-	0.8838	88.38%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7664	76.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8312	83.12%
OATP1B3 inhibitior	-	0.2571	25.71%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.5316	53.16%
P-glycoprotein inhibitior	+	0.7391	73.91%
P-glycoprotein substrate	-	0.5204	52.04%
CYP3A4 substrate	+	0.7087	70.87%
CYP2C9 substrate	-	0.7890	78.90%
CYP2D6 substrate	-	0.8406	84.06%
CYP3A4 inhibition	-	0.9485	94.85%
CYP2C9 inhibition	-	0.8767	87.67%
CYP2C19 inhibition	-	0.9161	91.61%
CYP2D6 inhibition	-	0.9371	93.71%
CYP1A2 inhibition	-	0.9112	91.12%
CYP2C8 inhibition	+	0.6463	64.63%
CYP inhibitory promiscuity	-	0.9421	94.21%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6022	60.22%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9126	91.26%
Skin irritation	-	0.5835	58.35%
Skin corrosion	-	0.9447	94.47%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7457	74.57%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.7246	72.46%
skin sensitisation	-	0.8992	89.92%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.7984	79.84%
Acute Oral Toxicity (c)	III	0.5598	55.98%
Estrogen receptor binding	+	0.7931	79.31%
Androgen receptor binding	+	0.7289	72.89%
Thyroid receptor binding	-	0.5619	56.19%
Glucocorticoid receptor binding	+	0.6139	61.39%
Aromatase binding	+	0.6391	63.91%
PPAR gamma	+	0.7349	73.49%
Honey bee toxicity	-	0.6906	69.06%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9262	92.62%

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	99.49%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.30%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.73%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.14%	97.09%
CHEMBL2581	P07339	Cathepsin D	94.89%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	90.61%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.60%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	90.57%	90.17%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.33%	96.61%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	88.34%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.30%	97.14%
CHEMBL1977	P11473	Vitamin D receptor	86.35%	99.43%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.12%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.06%	93.56%
CHEMBL2996	Q05655	Protein kinase C delta	85.93%	97.79%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.06%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.95%	93.04%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.87%	96.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.85%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.48%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	84.11%	94.73%
CHEMBL4208	P20618	Proteasome component C5	83.97%	90.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.85%	100.00%
CHEMBL2094135	Q96BI3	Gamma-secretase	82.19%	98.05%
CHEMBL5028	O14672	ADAM10	81.75%	97.50%
CHEMBL1871	P10275	Androgen Receptor	80.83%	96.43%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.77%	94.45%

Plants that contains it

• Momordica charantia

Cross-Links

• PubChem: 71717037
• LOTUS: LTS0069337
• wikiData: Q105166120