Momordicoside K

Details

• Internal ID: ae5c63c7-4ea5-4137-a495-b5b1096acd63
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cucurbitacins
• IUPAC Name: (3S,7S,8S,9R,10R,13R,14S,17R)-3-hydroxy-17-[(E,2R)-6-methoxy-6-methylhept-4-en-2-yl]-4,4,13,14-tetramethyl-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-9-carbaldehyde
• SMILES (Canonical): CC(CC=CC(C)(C)OC)C1CCC2(C1(CCC3(C2C(C=C4C3CCC(C4(C)C)O)OC5C(C(C(C(O5)CO)O)O)O)C=O)C)C
• SMILES (Isomeric): C[C@H](C/C=C/C(C)(C)OC)[C@H]1CC[C@@]2([C@@]1(CC[C@@]3([C@H]2[C@H](C=C4[C@H]3CC[C@@H](C4(C)C)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C=O)C)C
• InChI: InChI=1S/C37H60O9/c1-21(10-9-14-33(2,3)44-8)22-13-15-36(7)31-25(45-32-30(43)29(42)28(41)26(19-38)46-32)18-24-23(11-12-27(40)34(24,4)5)37(31,20-39)17-16-35(22,36)6/h9,14,18,20-23,25-32,38,40-43H,10-13,15-17,19H2,1-8H3/b14-9+/t21-,22-,23-,25+,26-,27+,28-,29+,30-,31+,32-,35-,36+,37-/m1/s1
• InChI Key: HPSVQEWDZSDXRG-ZMMZJDKESA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₆₀O₉
• Molecular Weight: 648.90 g/mol
• Exact Mass: 648.42373349 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.93
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 9

Synonyms

• 81348-84-7
• CID 57330180
• (3S,7S,8S,9R,10R,13R,14S,17R)-3-hydroxy-17-[(E,2R)-6-methoxy-6-methylhept-4-en-2-yl]-4,4,13,14-tetramethyl-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-9-carbaldehyde
• CHEMBL4532561
• CHEBI:176276
• DTXSID001317006
• AKOS040760567
• FS-7652
• HY-122954
• CS-0090698

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8946	89.46%
Caco-2	-	0.8361	83.61%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8328	83.28%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8089	80.89%
OATP1B3 inhibitior	+	0.7984	79.84%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.7292	72.92%
BSEP inhibitior	+	0.6870	68.70%
P-glycoprotein inhibitior	+	0.7369	73.69%
P-glycoprotein substrate	+	0.5956	59.56%
CYP3A4 substrate	+	0.7172	71.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8371	83.71%
CYP3A4 inhibition	-	0.8774	87.74%
CYP2C9 inhibition	-	0.7977	79.77%
CYP2C19 inhibition	-	0.8757	87.57%
CYP2D6 inhibition	-	0.9319	93.19%
CYP1A2 inhibition	-	0.8266	82.66%
CYP2C8 inhibition	+	0.5736	57.36%
CYP inhibitory promiscuity	-	0.9216	92.16%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6930	69.30%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9270	92.70%
Skin irritation	-	0.5428	54.28%
Skin corrosion	-	0.9443	94.43%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7174	71.74%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.7073	70.73%
skin sensitisation	-	0.9005	90.05%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.7065	70.65%
Acute Oral Toxicity (c)	III	0.5630	56.30%
Estrogen receptor binding	+	0.7214	72.14%
Androgen receptor binding	+	0.7520	75.20%
Thyroid receptor binding	-	0.5199	51.99%
Glucocorticoid receptor binding	+	0.7064	70.64%
Aromatase binding	+	0.6638	66.38%
PPAR gamma	+	0.6623	66.23%
Honey bee toxicity	-	0.7218	72.18%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9343	93.43%

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	98.13%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.11%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.75%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.47%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.40%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.79%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.71%	94.45%
CHEMBL2581	P07339	Cathepsin D	89.66%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.62%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.14%	86.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.65%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.60%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.30%	91.07%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.68%	97.36%
CHEMBL5028	O14672	ADAM10	83.20%	97.50%
CHEMBL1937	Q92769	Histone deacetylase 2	82.50%	94.75%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.27%	97.14%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.83%	92.86%
CHEMBL2094135	Q96BI3	Gamma-secretase	81.46%	98.05%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.20%	96.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.15%	93.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.91%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.60%	89.00%

Plants that contains it

• Momordica charantia

Cross-Links

• PubChem: 57330180
• LOTUS: LTS0149519
• wikiData: Q105031873