[(2R,3S,4S,5R,6R)-6-[[(1S,3R,6S,8S,9S,11R,12S,14S,15R,16R)-9,14-dihydroxy-15-[(E,2R)-7-hydroxy-6-methylhept-5-en-2-yl]-7,7,12,16-tetramethyl-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl acetate

Details

• Internal ID: ab110acf-a91b-4b24-8175-8c78cfd5f8fc
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: [(2R,3S,4S,5R,6R)-6-[[(1S,3R,6S,8S,9S,11R,12S,14S,15R,16R)-9,14-dihydroxy-15-[(E,2R)-7-hydroxy-6-methylhept-5-en-2-yl]-7,7,12,16-tetramethyl-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl acetate
• InChI: InChI=1S/C38H62O10/c1-20(17-39)9-8-10-21(2)28-24(42)16-36(7)26-15-23(41)32-34(4,5)27(11-12-38(32)19-37(26,38)14-13-35(28,36)6)48-33-31(45)30(44)29(43)25(47-33)18-46-22(3)40/h9,21,23-33,39,41-45H,8,10-19H2,1-7H3/b20-9+/t21-,23+,24+,25-,26-,27+,28+,29-,30+,31-,32-,33+,35-,36+,37+,38-/m1/s1
• InChI Key: JGDWBSJNGPNYBL-CMQHKDTBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₆₂O₁₀
• Molecular Weight: 678.90 g/mol
• Exact Mass: 678.43429817 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.48
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8209	82.09%
Caco-2	-	0.8733	87.33%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7663	76.63%
OATP2B1 inhibitior	-	0.7284	72.84%
OATP1B1 inhibitior	+	0.8087	80.87%
OATP1B3 inhibitior	+	0.8637	86.37%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7026	70.26%
BSEP inhibitior	+	0.7905	79.05%
P-glycoprotein inhibitior	+	0.7899	78.99%
P-glycoprotein substrate	-	0.5395	53.95%
CYP3A4 substrate	+	0.7252	72.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8766	87.66%
CYP3A4 inhibition	-	0.9204	92.04%
CYP2C9 inhibition	-	0.6422	64.22%
CYP2C19 inhibition	-	0.8234	82.34%
CYP2D6 inhibition	-	0.9292	92.92%
CYP1A2 inhibition	-	0.8238	82.38%
CYP2C8 inhibition	+	0.5681	56.81%
CYP inhibitory promiscuity	-	0.9232	92.32%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7143	71.43%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9170	91.70%
Skin irritation	-	0.6128	61.28%
Skin corrosion	-	0.9416	94.16%
Ames mutagenesis	-	0.6902	69.02%
Human Ether-a-go-go-Related Gene inhibition	+	0.7858	78.58%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.7817	78.17%
skin sensitisation	-	0.8766	87.66%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7464	74.64%
Acute Oral Toxicity (c)	I	0.4422	44.22%
Estrogen receptor binding	+	0.7149	71.49%
Androgen receptor binding	+	0.7548	75.48%
Thyroid receptor binding	-	0.6132	61.32%
Glucocorticoid receptor binding	+	0.7106	71.06%
Aromatase binding	+	0.6960	69.60%
PPAR gamma	+	0.6907	69.07%
Honey bee toxicity	-	0.6845	68.45%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5955	59.55%
Fish aquatic toxicity	+	0.9556	95.56%

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	98.60%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.43%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.63%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.60%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.30%	94.45%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	93.89%	96.38%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.35%	96.61%
CHEMBL2581	P07339	Cathepsin D	90.69%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.99%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	88.76%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.12%	100.00%
CHEMBL1907598	P05106	Integrin alpha-V/beta-3	87.96%	95.71%
CHEMBL2413	P32246	C-C chemokine receptor type 1	87.58%	89.50%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	87.41%	82.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.13%	96.77%
CHEMBL268	P43235	Cathepsin K	86.13%	96.85%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.61%	100.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	85.61%	98.75%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	85.52%	95.58%
CHEMBL3437	Q16853	Amine oxidase, copper containing	85.18%	94.00%
CHEMBL226	P30542	Adenosine A1 receptor	84.79%	95.93%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.71%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.33%	96.47%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.61%	94.62%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.15%	95.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.02%	93.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.93%	92.62%
CHEMBL5255	O00206	Toll-like receptor 4	82.90%	92.50%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.72%	95.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.59%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.51%	96.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.25%	85.14%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.62%	93.00%
CHEMBL1937	Q92769	Histone deacetylase 2	81.44%	94.75%
CHEMBL2514	O95665	Neurotensin receptor 2	81.28%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.14%	94.33%
CHEMBL237	P41145	Kappa opioid receptor	81.04%	98.10%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	80.87%	92.86%
CHEMBL284	P27487	Dipeptidyl peptidase IV	80.28%	95.69%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.05%	95.71%

Plants that contains it

• Astragalus kahiricus

Cross-Links

• PubChem: 163076388
• LOTUS: LTS0140225
• wikiData: Q105127277