(2S,3R,4S,5S,6R)-2-[(2R,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-12-hydroxy-4,4,8,10,14-pentamethyl-17-[(E,2S,5R)-2,5,6-trihydroxy-6-methylhept-3-en-2-yl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 56a1f53f-f9a6-40e0-a223-8277d86efe3f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2R,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-12-hydroxy-4,4,8,10,14-pentamethyl-17-[(E,2S,5R)-2,5,6-trihydroxy-6-methylhept-3-en-2-yl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1(C2CCC3(C(C2(CCC1OC4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)CO)O)O)O)C)CC(C6C3(CCC6C(C)(C=CC(C(C)(C)O)O)O)C)O)C)C
• SMILES (Isomeric): C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2C[C@H]([C@H]4[C@]3(CC[C@@H]4[C@](C)(/C=C/[C@H](C(C)(C)O)O)O)C)O)C)(C)C)O[C@H]5[C@@H]([C@@H]([C@@H]([C@H](O5)CO)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O
• InChI: InChI=1S/C42H72O15/c1-37(2)24-10-15-40(6)25(17-21(45)28-20(9-14-41(28,40)7)42(8,53)16-11-26(46)38(3,4)52)39(24,5)13-12-27(37)56-36-34(32(50)30(48)23(19-44)55-36)57-35-33(51)31(49)29(47)22(18-43)54-35/h11,16,20-36,43-53H,9-10,12-15,17-19H2,1-8H3/b16-11+/t20-,21+,22+,23+,24-,25+,26+,27-,28-,29+,30+,31-,32+,33+,34+,35-,36-,39-,40+,41+,42-/m0/s1
• InChI Key: BOYRLURVQPANQM-DZIWJJJRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₇₂O₁₅
• Molecular Weight: 817.00 g/mol
• Exact Mass: 816.48712159 g/mol
• Topological Polar Surface Area (TPSA): 259.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 0.09
• H-Bond Acceptor: 15
• H-Bond Donor: 11
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5819	58.19%
Caco-2	-	0.8810	88.10%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6855	68.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8149	81.49%
OATP1B3 inhibitior	+	0.8571	85.71%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.4617	46.17%
P-glycoprotein inhibitior	+	0.7660	76.60%
P-glycoprotein substrate	-	0.7644	76.44%
CYP3A4 substrate	+	0.7237	72.37%
CYP2C9 substrate	-	0.8007	80.07%
CYP2D6 substrate	-	0.8411	84.11%
CYP3A4 inhibition	-	0.9499	94.99%
CYP2C9 inhibition	-	0.9049	90.49%
CYP2C19 inhibition	-	0.9009	90.09%
CYP2D6 inhibition	-	0.9549	95.49%
CYP1A2 inhibition	-	0.9233	92.33%
CYP2C8 inhibition	+	0.6480	64.80%
CYP inhibitory promiscuity	-	0.9602	96.02%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6640	66.40%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9095	90.95%
Skin irritation	-	0.6582	65.82%
Skin corrosion	-	0.9524	95.24%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8171	81.71%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6713	67.13%
skin sensitisation	-	0.9219	92.19%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.8605	86.05%
Acute Oral Toxicity (c)	I	0.6662	66.62%
Estrogen receptor binding	+	0.7288	72.88%
Androgen receptor binding	+	0.7476	74.76%
Thyroid receptor binding	-	0.5551	55.51%
Glucocorticoid receptor binding	+	0.6755	67.55%
Aromatase binding	+	0.6503	65.03%
PPAR gamma	+	0.7409	74.09%
Honey bee toxicity	-	0.5363	53.63%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8873	88.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.33%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.98%	97.25%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	94.63%	95.58%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.61%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.85%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.00%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.76%	86.33%
CHEMBL2996	Q05655	Protein kinase C delta	87.50%	97.79%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.66%	100.00%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	85.26%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.91%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	83.65%	95.93%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.52%	92.88%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.25%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.73%	97.14%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.48%	82.69%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	82.27%	92.86%
CHEMBL2581	P07339	Cathepsin D	82.22%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.95%	89.00%
CHEMBL237	P41145	Kappa opioid receptor	81.84%	98.10%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.48%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.92%	96.21%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.79%	90.24%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.34%	91.03%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.21%	93.56%
CHEMBL1974	P36888	Tyrosine-protein kinase receptor FLT3	80.08%	91.83%

Plants that contains it

• Panax notoginseng

Cross-Links

• PubChem: 122182119
• LOTUS: LTS0078554
• wikiData: Q104941026