(2R,3R,4R,5R,6S)-2-[[(1S,3S,4S,6S,8S,10S,11S,12S,15R,16R)-15-[(2R,5R)-5,6-dihydroxy-6-methylheptan-2-yl]-4,10-dihydroxy-7,7,12,16-tetramethyl-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-6-methyloxane-3,4,5-triol

Details

• Internal ID: b3d30e4f-105d-4135-bd6d-8cc907c17640
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: (2R,3R,4R,5R,6S)-2-[[(1S,3S,4S,6S,8S,10S,11S,12S,15R,16R)-15-[(2R,5R)-5,6-dihydroxy-6-methylheptan-2-yl]-4,10-dihydroxy-7,7,12,16-tetramethyl-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CC(C34CC35CCC6(C(CCC6(C5C(CC4C2(C)C)O)C)C(C)CCC(C(C)(C)O)O)C)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2C[C@@H]([C@]34C[C@]35CC[C@@]6([C@H](CC[C@]6([C@@H]5[C@H](C[C@H]4C2(C)C)O)C)[C@H](C)CC[C@H](C(C)(C)O)O)C)O)O)O)O
• InChI: InChI=1S/C36H62O9/c1-18(9-10-23(38)32(5,6)43)20-11-12-34(8)29-21(37)15-22-31(3,4)25(45-30-28(42)27(41)26(40)19(2)44-30)16-24(39)36(22)17-35(29,36)14-13-33(20,34)7/h18-30,37-43H,9-17H2,1-8H3/t18-,19+,20-,21+,22+,23-,24+,25+,26+,27-,28-,29+,30+,33-,34+,35+,36-/m1/s1
• InChI Key: ODTTULMJKJGJMN-RMUBQUPQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₆₂O₉
• Molecular Weight: 638.90 g/mol
• Exact Mass: 638.43938355 g/mol
• Topological Polar Surface Area (TPSA): 160.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.13
• H-Bond Acceptor: 9
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7509	75.09%
Caco-2	-	0.8359	83.59%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5394	53.94%
OATP2B1 inhibitior	-	0.7228	72.28%
OATP1B1 inhibitior	+	0.8391	83.91%
OATP1B3 inhibitior	+	0.9068	90.68%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8928	89.28%
P-glycoprotein inhibitior	+	0.7158	71.58%
P-glycoprotein substrate	+	0.6034	60.34%
CYP3A4 substrate	+	0.7148	71.48%
CYP2C9 substrate	-	0.8019	80.19%
CYP2D6 substrate	-	0.8229	82.29%
CYP3A4 inhibition	-	0.8202	82.02%
CYP2C9 inhibition	-	0.7536	75.36%
CYP2C19 inhibition	-	0.7556	75.56%
CYP2D6 inhibition	-	0.9480	94.80%
CYP1A2 inhibition	-	0.8091	80.91%
CYP2C8 inhibition	+	0.5758	57.58%
CYP inhibitory promiscuity	-	0.9475	94.75%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7314	73.14%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9099	90.99%
Skin irritation	-	0.6076	60.76%
Skin corrosion	-	0.9217	92.17%
Ames mutagenesis	-	0.6715	67.15%
Human Ether-a-go-go-Related Gene inhibition	+	0.6525	65.25%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6281	62.81%
skin sensitisation	-	0.8612	86.12%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.8007	80.07%
Acute Oral Toxicity (c)	I	0.4034	40.34%
Estrogen receptor binding	+	0.5587	55.87%
Androgen receptor binding	+	0.7340	73.40%
Thyroid receptor binding	-	0.5445	54.45%
Glucocorticoid receptor binding	+	0.5509	55.09%
Aromatase binding	+	0.6434	64.34%
PPAR gamma	+	0.6172	61.72%
Honey bee toxicity	-	0.6805	68.05%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9288	92.88%

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	99.56%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.19%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.95%	96.09%
CHEMBL2179	P04062	Beta-glucocerebrosidase	96.00%	85.31%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.06%	96.61%
CHEMBL2581	P07339	Cathepsin D	94.33%	98.95%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	93.60%	100.00%
CHEMBL2094135	Q96BI3	Gamma-secretase	93.39%	98.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.61%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	88.75%	97.79%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.54%	97.14%
CHEMBL2413	P32246	C-C chemokine receptor type 1	88.06%	89.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.99%	96.21%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	87.76%	97.31%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	87.16%	95.36%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	87.04%	95.71%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.48%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.47%	89.00%
CHEMBL233	P35372	Mu opioid receptor	86.46%	97.93%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.50%	95.89%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	85.16%	99.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.32%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.76%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.66%	96.77%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.43%	91.07%
CHEMBL4302	P08183	P-glycoprotein 1	82.18%	92.98%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.50%	93.04%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	81.45%	99.17%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	80.96%	98.33%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.78%	82.50%
CHEMBL1871	P10275	Androgen Receptor	80.70%	96.43%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.65%	91.03%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.62%	93.56%
CHEMBL259	P32245	Melanocortin receptor 4	80.40%	95.38%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	80.12%	95.58%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.00%	86.33%

Plants that contains it

• Astragalus macropus

Cross-Links

• PubChem: 163049783
• LOTUS: LTS0070918
• wikiData: Q105190033