2-(Hydroxymethyl)-6-[[19-methoxy-5,9,17,17-tetramethyl-8-[6-methyl-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-4-en-2-yl]-18-oxapentacyclo[10.5.2.01,13.04,12.05,9]nonadec-2-en-16-yl]oxy]oxane-3,4,5-triol

Details

• Internal ID: 0d97dc77-3abb-429b-9378-0e9bd52d5e58
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: 2-(hydroxymethyl)-6-[[19-methoxy-5,9,17,17-tetramethyl-8-[6-methyl-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-4-en-2-yl]-18-oxapentacyclo[10.5.2.01,13.04,12.05,9]nonadec-2-en-16-yl]oxy]oxane-3,4,5-triol
• SMILES (Canonical): CC(CC=CC(C)(C)OC1C(C(C(C(O1)CO)O)O)O)C2CCC3(C2(CCC45C3C=CC6(C4CCC(C6(C)C)OC7C(C(C(C(O7)CO)O)O)O)OC5OC)C)C
• SMILES (Isomeric): CC(CC=CC(C)(C)OC1C(C(C(C(O1)CO)O)O)O)C2CCC3(C2(CCC45C3C=CC6(C4CCC(C6(C)C)OC7C(C(C(C(O7)CO)O)O)O)OC5OC)C)C
• InChI: InChI=1S/C43H70O14/c1-22(10-9-15-38(2,3)56-36-34(51)32(49)30(47)25(21-45)54-36)23-13-16-41(7)26-14-17-43-27(42(26,37(52-8)57-43)19-18-40(23,41)6)11-12-28(39(43,4)5)55-35-33(50)31(48)29(46)24(20-44)53-35/h9,14-15,17,22-37,44-51H,10-13,16,18-21H2,1-8H3
• InChI Key: NKVQKVICRWILPJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₇₀O₁₄
• Molecular Weight: 811.00 g/mol
• Exact Mass: 810.47655690 g/mol
• Topological Polar Surface Area (TPSA): 217.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 1.92
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5592	55.92%
Caco-2	-	0.8719	87.19%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6975	69.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8331	83.31%
OATP1B3 inhibitior	+	0.9081	90.81%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.4846	48.46%
P-glycoprotein inhibitior	+	0.7598	75.98%
P-glycoprotein substrate	+	0.5620	56.20%
CYP3A4 substrate	+	0.7156	71.56%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8220	82.20%
CYP3A4 inhibition	-	0.9613	96.13%
CYP2C9 inhibition	-	0.8448	84.48%
CYP2C19 inhibition	-	0.8310	83.10%
CYP2D6 inhibition	-	0.9434	94.34%
CYP1A2 inhibition	-	0.8983	89.83%
CYP2C8 inhibition	+	0.6841	68.41%
CYP inhibitory promiscuity	-	0.9212	92.12%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6230	62.30%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9080	90.80%
Skin irritation	-	0.7304	73.04%
Skin corrosion	-	0.9460	94.60%
Ames mutagenesis	-	0.6140	61.40%
Human Ether-a-go-go-Related Gene inhibition	+	0.7812	78.12%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.9077	90.77%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.8130	81.30%
Acute Oral Toxicity (c)	I	0.5512	55.12%
Estrogen receptor binding	+	0.7248	72.48%
Androgen receptor binding	+	0.7648	76.48%
Thyroid receptor binding	-	0.5150	51.50%
Glucocorticoid receptor binding	+	0.6970	69.70%
Aromatase binding	+	0.6329	63.29%
PPAR gamma	+	0.7435	74.35%
Honey bee toxicity	-	0.6342	63.42%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.8932	89.32%

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	98.94%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.58%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	97.33%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.85%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.47%	95.89%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	93.64%	97.88%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.61%	97.09%
CHEMBL2581	P07339	Cathepsin D	92.41%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.38%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	90.48%	97.79%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	90.31%	100.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	87.98%	91.03%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.58%	91.07%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.49%	91.24%
CHEMBL3922	P50579	Methionine aminopeptidase 2	86.96%	97.28%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.51%	97.14%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.61%	92.88%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.90%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.87%	86.33%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	84.87%	97.47%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.57%	95.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.23%	100.00%
CHEMBL2094135	Q96BI3	Gamma-secretase	84.02%	98.05%
CHEMBL259	P32245	Melanocortin receptor 4	83.59%	95.38%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.19%	95.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.69%	95.83%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.67%	92.62%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.64%	93.00%
CHEMBL5555	O00767	Acyl-CoA desaturase	82.11%	97.50%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.51%	92.86%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.10%	89.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.69%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.27%	96.00%

Plants that contains it

• Momordica charantia

Cross-Links

• PubChem: 85194046
• LOTUS: LTS0027257
• wikiData: Q105181190