(2R,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R,6R)-6-[[(3S,8R,9R,10S,13R,14S,17R)-17-[(2R,4R,5S)-4,5-dihydroxy-6-methyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-yl]-4,4,9,13,14-pentamethyl-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: b6e18b6c-6c00-45a9-bf7c-3813b99feb48
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R,6R)-6-[[(3S,8R,9R,10S,13R,14S,17R)-17-[(2R,4R,5S)-4,5-dihydroxy-6-methyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-yl]-4,4,9,13,14-pentamethyl-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C48H82O19/c1-21(17-25(51)40(61)45(4,5)67-43-39(60)35(56)32(53)27(19-50)64-43)22-13-14-48(8)29-11-9-23-24(46(29,6)15-16-47(22,48)7)10-12-30(44(23,2)3)66-42-38(59)36(57)33(54)28(65-42)20-62-41-37(58)34(55)31(52)26(18-49)63-41/h9,21-22,24-43,49-61H,10-20H2,1-8H3/t21-,22-,24-,25-,26-,27-,28-,29-,30+,31-,32-,33-,34+,35+,36+,37-,38-,39-,40+,41-,42+,43+,46+,47-,48+/m1/s1
• InChI Key: RFCYKIGFXXOWRH-LRSOLGIUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₈₂O₁₉
• Molecular Weight: 963.20 g/mol
• Exact Mass: 962.54503038 g/mol
• Topological Polar Surface Area (TPSA): 318.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): -1.06
• H-Bond Acceptor: 19
• H-Bond Donor: 13
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7547	75.47%
Caco-2	-	0.8873	88.73%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7664	76.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8278	82.78%
OATP1B3 inhibitior	-	0.2571	25.71%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.4674	46.74%
P-glycoprotein inhibitior	+	0.7464	74.64%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.7087	70.87%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
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	+	0.6684	66.84%
CYP inhibitory promiscuity	-	0.9421	94.21%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6022	60.22%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9042	90.42%
Skin irritation	-	0.5835	58.35%
Skin corrosion	-	0.9447	94.47%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8002	80.02%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.6496	64.96%
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	-	0.7483	74.83%
Acute Oral Toxicity (c)	III	0.5598	55.98%
Estrogen receptor binding	+	0.8321	83.21%
Androgen receptor binding	+	0.7572	75.72%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7028	70.28%
Aromatase binding	+	0.6634	66.34%
PPAR gamma	+	0.7837	78.37%
Honey bee toxicity	-	0.6919	69.19%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
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	99.65%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.87%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.75%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.49%	97.09%
CHEMBL2581	P07339	Cathepsin D	94.45%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.83%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	89.71%	90.17%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.84%	96.21%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.80%	97.14%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.66%	96.61%
CHEMBL4208	P20618	Proteasome component C5	87.75%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.14%	86.33%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	86.77%	100.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.33%	97.36%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.56%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.07%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	84.93%	94.73%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.23%	93.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.80%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	83.01%	95.93%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.85%	93.04%
CHEMBL4581	P52732	Kinesin-like protein 1	82.63%	93.18%
CHEMBL2094135	Q96BI3	Gamma-secretase	82.19%	98.05%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.12%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	81.19%	97.79%
CHEMBL2885	P07451	Carbonic anhydrase III	80.96%	87.45%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	80.71%	92.78%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.51%	92.62%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.45%	95.17%
CHEMBL5255	O00206	Toll-like receptor 4	80.17%	92.50%
CHEMBL5028	O14672	ADAM10	80.12%	97.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.03%	95.50%

Plants that contains it

• Momordica charantia

Cross-Links

• PubChem: 163094186
• LOTUS: LTS0128005
• wikiData: Q105235310