2-[[14-Hydroxy-15-(3-hydroxy-6-methylhept-5-en-2-yl)-7,12,16-trimethyl-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 9780e66a-4baf-40a3-b06c-75610da41f62
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: 2-[[14-hydroxy-15-(3-hydroxy-6-methylhept-5-en-2-yl)-7,12,16-trimethyl-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(C1C(CC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)COC6C(C(C(C(O6)CO)O)O)O)OC7C(C(C(C(O7)CO)O)O)O)C)C)O)C(CC=C(C)C)O
• SMILES (Isomeric): CC(C1C(CC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)COC6C(C(C(C(O6)CO)O)O)O)OC7C(C(C(C(O7)CO)O)O)O)C)C)O)C(CC=C(C)C)O
• InChI: InChI=1S/C42H70O14/c1-20(2)7-8-22(45)21(3)29-23(46)15-40(6)27-10-9-26-38(4,19-53-36-34(51)32(49)30(47)24(16-43)54-36)28(56-37-35(52)33(50)31(48)25(17-44)55-37)11-12-41(26)18-42(27,41)14-13-39(29,40)5/h7,21-37,43-52H,8-19H2,1-6H3
• InChI Key: DWONHNNHWHSAHV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₇₀O₁₄
• Molecular Weight: 799.00 g/mol
• Exact Mass: 798.47655690 g/mol
• Topological Polar Surface Area (TPSA): 239.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 0.73
• H-Bond Acceptor: 14
• H-Bond Donor: 10
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7085	70.85%
Caco-2	-	0.8665	86.65%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6679	66.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8534	85.34%
OATP1B3 inhibitior	+	0.8745	87.45%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.6264	62.64%
P-glycoprotein inhibitior	+	0.7698	76.98%
P-glycoprotein substrate	-	0.6128	61.28%
CYP3A4 substrate	+	0.6898	68.98%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8216	82.16%
CYP3A4 inhibition	-	0.9467	94.67%
CYP2C9 inhibition	-	0.7323	73.23%
CYP2C19 inhibition	-	0.8607	86.07%
CYP2D6 inhibition	-	0.9323	93.23%
CYP1A2 inhibition	-	0.8744	87.44%
CYP2C8 inhibition	+	0.6087	60.87%
CYP inhibitory promiscuity	-	0.9324	93.24%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6658	66.58%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9096	90.96%
Skin irritation	-	0.6323	63.23%
Skin corrosion	-	0.9417	94.17%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7688	76.88%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.8031	80.31%
skin sensitisation	-	0.8775	87.75%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.7784	77.84%
Acute Oral Toxicity (c)	I	0.5875	58.75%
Estrogen receptor binding	+	0.7010	70.10%
Androgen receptor binding	+	0.7495	74.95%
Thyroid receptor binding	-	0.5574	55.74%
Glucocorticoid receptor binding	+	0.5944	59.44%
Aromatase binding	+	0.6267	62.67%
PPAR gamma	+	0.6985	69.85%
Honey bee toxicity	-	0.7286	72.86%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9269	92.69%

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	98.15%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.54%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.77%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.97%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.32%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.30%	85.14%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	89.77%	95.58%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.30%	91.24%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.20%	95.89%
CHEMBL2581	P07339	Cathepsin D	88.98%	98.95%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	87.12%	92.86%
CHEMBL226	P30542	Adenosine A1 receptor	87.07%	95.93%
CHEMBL237	P41145	Kappa opioid receptor	86.45%	98.10%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.42%	100.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	85.88%	98.75%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.81%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.56%	96.61%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.18%	95.50%
CHEMBL2094128	P24941	Cyclin-dependent kinase 2/cyclin A	85.01%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.73%	89.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	83.28%	82.50%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.26%	89.05%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.01%	92.62%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.99%	92.88%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.24%	95.83%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	81.49%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.46%	97.14%
CHEMBL1937	Q92769	Histone deacetylase 2	81.20%	94.75%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.09%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.11%	95.50%
CHEMBL2094135	Q96BI3	Gamma-secretase	80.07%	98.05%
CHEMBL2996	Q05655	Protein kinase C delta	80.05%	97.79%

Plants that contains it

• Thalictrum minus

Cross-Links

• PubChem: 5087642
• LOTUS: LTS0156110
• wikiData: Q104990666