Momordicoside B

Details

• Internal ID: d1a497b6-4cf6-48d3-8d72-36a5baedec53
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: 6-[3-[3,4-dihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-5-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-4,4,9,13,14-pentamethyl-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylheptane-2,3,4,5-tetrol
• InChI: InChI=1S/C47H80O19/c1-20(29(50)34(55)39(59)44(4,5)60)21-13-14-47(8)27-11-9-22-23(45(27,6)15-16-46(21,47)7)10-12-28(43(22,2)3)65-42-37(58)33(54)38(66-41-35(56)30(51)24(49)18-61-41)26(64-42)19-62-40-36(57)32(53)31(52)25(17-48)63-40/h9,20-21,23-42,48-60H,10-19H2,1-8H3
• InChI Key: MOWDSRSBTXORLO-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₈₀O₁₉
• Molecular Weight: 949.10 g/mol
• Exact Mass: 948.52938032 g/mol
• Topological Polar Surface Area (TPSA): 318.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -1.45
• H-Bond Acceptor: 19
• H-Bond Donor: 13
• Rotatable Bonds: 13

Synonyms

• 75799-04-1
• 6-[3-[3,4-dihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-5-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-4,4,9,13,14-pentamethyl-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylheptane-2,3,4,5-tetrol
• 5-Aminomethyl-1,3-benzodioxole
• DTXSID401099993
• FT-0698937
• (3beta,9beta,10alpha,22S,23R,24R)-22,23,24,25-Tetrahydroxy-9-methyl-19-norlanost-5-en-3-yl O-beta-D-glucopyranosyl-(1-->6)-O-[beta-D-xylopyranosyl-(1-->4)]-beta-D-glucopyranoside

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7547	75.47%
Caco-2	-	0.8854	88.54%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7664	76.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8313	83.13%
OATP1B3 inhibitior	-	0.2571	25.71%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.7901	79.01%
P-glycoprotein inhibitior	+	0.7436	74.36%
P-glycoprotein substrate	+	0.5926	59.26%
CYP3A4 substrate	+	0.7252	72.52%
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	+	0.7382	73.82%
CYP inhibitory promiscuity	-	0.9421	94.21%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6022	60.22%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9054	90.54%
Skin irritation	-	0.5835	58.35%
Skin corrosion	-	0.9447	94.47%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7464	74.64%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.7209	72.09%
skin sensitisation	-	0.8992	89.92%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.9178	91.78%
Acute Oral Toxicity (c)	III	0.5598	55.98%
Estrogen receptor binding	+	0.8216	82.16%
Androgen receptor binding	+	0.7307	73.07%
Thyroid receptor binding	-	0.5276	52.76%
Glucocorticoid receptor binding	+	0.6440	64.40%
Aromatase binding	+	0.6083	60.83%
PPAR gamma	+	0.7766	77.66%
Honey bee toxicity	-	0.6592	65.92%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
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	99.70%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.61%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.65%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	96.37%	96.61%
CHEMBL226	P30542	Adenosine A1 receptor	94.93%	95.93%
CHEMBL2581	P07339	Cathepsin D	94.14%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.82%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.67%	97.14%
CHEMBL2996	Q05655	Protein kinase C delta	89.02%	97.79%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	87.86%	97.29%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.61%	95.89%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	86.45%	100.00%
CHEMBL2094135	Q96BI3	Gamma-secretase	85.68%	98.05%
CHEMBL4208	P20618	Proteasome component C5	84.79%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.75%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.13%	94.45%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.76%	95.71%
CHEMBL3401	O75469	Pregnane X receptor	83.68%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.29%	86.92%
CHEMBL4581	P52732	Kinesin-like protein 1	82.85%	93.18%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.80%	93.56%
CHEMBL5028	O14672	ADAM10	82.79%	97.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.75%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.47%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.35%	100.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.65%	100.00%
CHEMBL1914	P06276	Butyrylcholinesterase	81.27%	95.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.89%	92.62%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.72%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.19%	91.07%

Plants that contains it

• Momordica charantia

Cross-Links

• PubChem: 131751677
• LOTUS: LTS0265659
• wikiData: Q105169206