(2S,3R,4S,5S,6R)-2-[[(3S,5R,8R,9R,10R,12R,13R,14S,17S)-12-hydroxy-14-(hydroxymethyl)-17-[(2S,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,4,8,10-tetramethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: ef8a361a-e1ef-4e72-b7fe-7e7f14b5611d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[[(3S,5R,8R,9R,10R,12R,13R,14S,17S)-12-hydroxy-14-(hydroxymethyl)-17-[(2S,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,4,8,10-tetramethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1(C2CCC3(C(C2(CCC1OC4C(C(C(C(O4)CO)O)O)O)C)CC(C5C3(CCC5C6(CCC(O6)C(C)(C)O)C)CO)O)C)C
• SMILES (Isomeric): C[C@]1(CC[C@H](O1)C(C)(C)O)[C@H]2CC[C@@]3([C@@H]2[C@@H](C[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O[C@@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C)O)CO
• InChI: InChI=1S/C36H62O10/c1-31(2)22-9-13-34(6)23(33(22,5)12-10-24(31)45-30-29(42)28(41)27(40)21(17-37)44-30)16-20(39)26-19(8-15-36(26,34)18-38)35(7)14-11-25(46-35)32(3,4)43/h19-30,37-43H,8-18H2,1-7H3/t19-,20+,21+,22-,23+,24-,25-,26-,27+,28-,29+,30+,33-,34+,35-,36-/m0/s1
• InChI Key: JBFKSLZFABCEAI-RMTZJVEUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₆₂O₁₀
• Molecular Weight: 654.90 g/mol
• Exact Mass: 654.43429817 g/mol
• Topological Polar Surface Area (TPSA): 169.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.51
• H-Bond Acceptor: 10
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6445	64.45%
Caco-2	-	0.8514	85.14%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7384	73.84%
OATP2B1 inhibitior	-	0.8623	86.23%
OATP1B1 inhibitior	+	0.8288	82.88%
OATP1B3 inhibitior	+	0.9365	93.65%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.9546	95.46%
P-glycoprotein inhibitior	+	0.7340	73.40%
P-glycoprotein substrate	-	0.7230	72.30%
CYP3A4 substrate	+	0.7426	74.26%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8413	84.13%
CYP3A4 inhibition	-	0.9134	91.34%
CYP2C9 inhibition	-	0.8836	88.36%
CYP2C19 inhibition	-	0.8938	89.38%
CYP2D6 inhibition	-	0.9488	94.88%
CYP1A2 inhibition	-	0.9271	92.71%
CYP2C8 inhibition	+	0.6824	68.24%
CYP inhibitory promiscuity	-	0.9430	94.30%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6251	62.51%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9167	91.67%
Skin irritation	-	0.7136	71.36%
Skin corrosion	-	0.9502	95.02%
Ames mutagenesis	-	0.7470	74.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7688	76.88%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7353	73.53%
skin sensitisation	-	0.9311	93.11%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7711	77.11%
Acute Oral Toxicity (c)	I	0.7469	74.69%
Estrogen receptor binding	+	0.5454	54.54%
Androgen receptor binding	+	0.7472	74.72%
Thyroid receptor binding	-	0.5835	58.35%
Glucocorticoid receptor binding	+	0.5843	58.43%
Aromatase binding	+	0.6482	64.82%
PPAR gamma	+	0.6205	62.05%
Honey bee toxicity	-	0.6288	62.88%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8453	84.53%

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	97.48%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	96.15%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.92%	96.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	95.56%	96.21%
CHEMBL2996	Q05655	Protein kinase C delta	94.90%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.99%	97.09%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	93.69%	100.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	93.18%	89.05%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.40%	91.11%
CHEMBL4302	P08183	P-glycoprotein 1	91.20%	92.98%
CHEMBL1871	P10275	Androgen Receptor	89.35%	96.43%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.10%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.24%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.89%	100.00%
CHEMBL259	P32245	Melanocortin receptor 4	86.85%	95.38%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	85.66%	95.58%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.88%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.81%	97.36%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.66%	85.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.64%	92.94%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	84.49%	97.47%
CHEMBL237	P41145	Kappa opioid receptor	84.45%	98.10%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.08%	97.14%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.99%	92.88%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.88%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.71%	89.00%
CHEMBL1977	P11473	Vitamin D receptor	81.91%	99.43%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.73%	96.90%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.14%	94.00%
CHEMBL226	P30542	Adenosine A1 receptor	80.73%	95.93%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.35%	97.33%

Plants that contains it

• Corchorus capsularis

Cross-Links

• PubChem: 162843599
• LOTUS: LTS0272487
• wikiData: Q105124294