2-[[2-Hydroxy-19-(hydroxymethyl)-22-(2-hydroxypropan-2-yl)-3,8,8,17-tetramethyl-23,24-dioxaheptacyclo[19.2.1.01,18.03,17.04,14.07,12.012,14]tetracosan-9-yl]oxy]oxane-3,4,5-triol

Details

• Internal ID: e6f33f8c-c93b-499c-9d4a-2c04fdd55035
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: 2-[[2-hydroxy-19-(hydroxymethyl)-22-(2-hydroxypropan-2-yl)-3,8,8,17-tetramethyl-23,24-dioxaheptacyclo[19.2.1.01,18.03,17.04,14.07,12.012,14]tetracosan-9-yl]oxy]oxane-3,4,5-triol
• SMILES (Canonical): CC1(C2CCC3C4(C(C56C(C4(CCC37C2(C7)CCC1OC8C(C(C(CO8)O)O)O)C)C(CC(O5)C(O6)C(C)(C)O)CO)O)C)C
• SMILES (Isomeric): CC1(C2CCC3C4(C(C56C(C4(CCC37C2(C7)CCC1OC8C(C(C(CO8)O)O)O)C)C(CC(O5)C(O6)C(C)(C)O)CO)O)C)C
• InChI: InChI=1S/C35H56O10/c1-29(2)20-7-8-21-32(6)28(40)35-25(17(14-36)13-19(44-35)26(45-35)30(3,4)41)31(32,5)11-12-34(21)16-33(20,34)10-9-22(29)43-27-24(39)23(38)18(37)15-42-27/h17-28,36-41H,7-16H2,1-6H3
• InChI Key: BLSOWYXADNOUMK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₆O₁₀
• Molecular Weight: 636.80 g/mol
• Exact Mass: 636.38734798 g/mol
• Topological Polar Surface Area (TPSA): 158.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.09
• 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	+	0.5750	57.50%
Caco-2	-	0.8430	84.30%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6150	61.50%
OATP2B1 inhibitior	-	0.5832	58.32%
OATP1B1 inhibitior	+	0.8516	85.16%
OATP1B3 inhibitior	+	0.9371	93.71%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.8529	85.29%
P-glycoprotein inhibitior	+	0.6778	67.78%
P-glycoprotein substrate	+	0.5459	54.59%
CYP3A4 substrate	+	0.7091	70.91%
CYP2C9 substrate	-	0.8016	80.16%
CYP2D6 substrate	-	0.8328	83.28%
CYP3A4 inhibition	-	0.9241	92.41%
CYP2C9 inhibition	-	0.8017	80.17%
CYP2C19 inhibition	-	0.8330	83.30%
CYP2D6 inhibition	-	0.9431	94.31%
CYP1A2 inhibition	-	0.8946	89.46%
CYP2C8 inhibition	+	0.7505	75.05%
CYP inhibitory promiscuity	-	0.9524	95.24%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6376	63.76%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9162	91.62%
Skin irritation	-	0.7097	70.97%
Skin corrosion	-	0.9446	94.46%
Ames mutagenesis	-	0.5170	51.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7280	72.80%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.6300	63.00%
skin sensitisation	-	0.9091	90.91%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.6389	63.89%
Acute Oral Toxicity (c)	I	0.6862	68.62%
Estrogen receptor binding	+	0.5370	53.70%
Androgen receptor binding	+	0.7542	75.42%
Thyroid receptor binding	-	0.5392	53.92%
Glucocorticoid receptor binding	+	0.5463	54.63%
Aromatase binding	+	0.6530	65.30%
PPAR gamma	+	0.6218	62.18%
Honey bee toxicity	-	0.6909	69.09%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8309	83.09%

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	99.14%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.60%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.69%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.73%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.10%	96.61%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	93.14%	96.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.09%	96.77%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	92.73%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	90.55%	95.93%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.31%	89.34%
CHEMBL2996	Q05655	Protein kinase C delta	90.03%	97.79%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	88.93%	92.88%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.28%	97.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.01%	92.94%
CHEMBL2581	P07339	Cathepsin D	86.46%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.26%	95.89%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	85.60%	92.86%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.50%	91.07%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.41%	92.62%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.23%	95.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.16%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.59%	95.50%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.38%	98.75%
CHEMBL1937	Q92769	Histone deacetylase 2	83.53%	94.75%
CHEMBL3837	P07711	Cathepsin L	82.85%	96.61%
CHEMBL259	P32245	Melanocortin receptor 4	82.75%	95.38%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.72%	94.62%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	82.37%	94.01%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.82%	82.69%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.35%	100.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.20%	97.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.30%	86.33%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	80.03%	97.47%

Plants that contains it

• Actaea racemosa

Cross-Links

• PubChem: 73800168
• LOTUS: LTS0226607
• wikiData: Q104938146