(2R,3R,4S,5S,6R)-2-[[(9S,12R,14S,17R)-2-hydroxy-22-(2-hydroxypropan-2-yl)-3,8,8,17,19-pentamethyl-23,24-dioxaheptacyclo[19.2.1.01,18.03,17.04,14.07,12.012,14]tetracosan-9-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: a91301a5-4765-4eba-9efa-b0c8f0fdc281
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(9S,12R,14S,17R)-2-hydroxy-22-(2-hydroxypropan-2-yl)-3,8,8,17,19-pentamethyl-23,24-dioxaheptacyclo[19.2.1.01,18.03,17.04,14.07,12.012,14]tetracosan-9-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1CC2C(OC3(C1C4(CCC56CC57CCC(C(C7CCC6C4(C3O)C)(C)C)OC8C(C(C(C(O8)CO)O)O)O)C)O2)C(C)(C)O
• SMILES (Isomeric): CC1CC2C(OC3(C1[C@]4(CC[C@@]56C[C@@]57CC[C@@H](C(C7CCC6C4(C3O)C)(C)C)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)C)O2)C(C)(C)O
• InChI: InChI=1S/C36H58O10/c1-17-14-18-27(31(4,5)42)46-36(45-18)26(17)32(6)12-13-35-16-34(35)11-10-22(44-28-25(40)24(39)23(38)19(15-37)43-28)30(2,3)20(34)8-9-21(35)33(32,7)29(36)41/h17-29,37-42H,8-16H2,1-7H3/t17?,18?,19-,20?,21?,22+,23-,24+,25-,26?,27?,28+,29?,32-,33?,34-,35+,36?/m1/s1
• InChI Key: BUURDKADFQULKG-QBIIUURHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₈O₁₀
• Molecular Weight: 650.80 g/mol
• Exact Mass: 650.40299804 g/mol
• Topological Polar Surface Area (TPSA): 158.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 2.48
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5992	59.92%
Caco-2	-	0.8452	84.52%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7088	70.88%
OATP2B1 inhibitior	-	0.8626	86.26%
OATP1B1 inhibitior	+	0.8483	84.83%
OATP1B3 inhibitior	+	0.9256	92.56%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.9075	90.75%
P-glycoprotein inhibitior	+	0.6938	69.38%
P-glycoprotein substrate	-	0.5802	58.02%
CYP3A4 substrate	+	0.7074	70.74%
CYP2C9 substrate	-	0.8016	80.16%
CYP2D6 substrate	-	0.8328	83.28%
CYP3A4 inhibition	-	0.9239	92.39%
CYP2C9 inhibition	-	0.7615	76.15%
CYP2C19 inhibition	-	0.8395	83.95%
CYP2D6 inhibition	-	0.9438	94.38%
CYP1A2 inhibition	-	0.8575	85.75%
CYP2C8 inhibition	+	0.7352	73.52%
CYP inhibitory promiscuity	-	0.9023	90.23%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6619	66.19%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9190	91.90%
Skin irritation	-	0.7174	71.74%
Skin corrosion	-	0.9431	94.31%
Ames mutagenesis	-	0.6924	69.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.6870	68.70%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.6338	63.38%
skin sensitisation	-	0.9138	91.38%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6412	64.12%
Acute Oral Toxicity (c)	I	0.5017	50.17%
Estrogen receptor binding	-	0.5155	51.55%
Androgen receptor binding	+	0.7572	75.72%
Thyroid receptor binding	-	0.5449	54.49%
Glucocorticoid receptor binding	+	0.5370	53.70%
Aromatase binding	+	0.6595	65.95%
PPAR gamma	+	0.6197	61.97%
Honey bee toxicity	-	0.6802	68.02%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9024	90.24%

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	99.01%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.29%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.46%	97.09%
CHEMBL220	P22303	Acetylcholinesterase	95.40%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	94.29%	96.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.47%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.61%	96.61%
CHEMBL2996	Q05655	Protein kinase C delta	92.59%	97.79%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	91.93%	100.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.88%	89.34%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.61%	96.77%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.79%	97.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.71%	92.94%
CHEMBL1977	P11473	Vitamin D receptor	85.89%	99.43%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.27%	95.50%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	85.13%	92.86%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.64%	92.88%
CHEMBL206	P03372	Estrogen receptor alpha	84.47%	97.64%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.21%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	83.90%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.65%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.33%	100.00%
CHEMBL259	P32245	Melanocortin receptor 4	82.24%	95.38%
CHEMBL2581	P07339	Cathepsin D	81.75%	98.95%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.56%	93.04%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.47%	100.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.37%	95.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.31%	89.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.22%	96.21%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.73%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.15%	95.56%

Plants that contains it

• Actaea dahurica

Cross-Links

• PubChem: 11968353
• NPASS: NPC291023