(2R,4aR,6aR,6aS,6bR,8aR,9R,10R,12aR,14bS)-4a-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxycarbonyl-10-hydroxy-9-(hydroxymethyl)-2,6a,6b,9,12a-pentamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2-carboxylic acid

Details

• Internal ID: 09622a9b-84c9-457f-a983-2fbfd266ef8c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2R,4aR,6aR,6aS,6bR,8aR,9R,10R,12aR,14bS)-4a-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxycarbonyl-10-hydroxy-9-(hydroxymethyl)-2,6a,6b,9,12a-pentamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(OC(C2O)OCC3C(C(C(C(O3)OC(=O)C45CCC(CC4C6=CCC7C8(CCC(C(C8CCC7(C6(CC5)C)C)(C)CO)O)C)(C)C(=O)O)O)O)O)CO)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2[C@@H]([C@H](O[C@H]([C@@H]2O)OC[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)OC(=O)[C@]45CC[C@@](C[C@H]4C6=CC[C@@H]7[C@]8(CC[C@H]([C@@]([C@@H]8CC[C@]7([C@@]6(CC5)C)C)(C)CO)O)C)(C)C(=O)O)O)O)O)CO)O)O)O)O
• InChI: InChI=1S/C48H76O20/c1-21-29(52)32(55)34(57)39(64-21)67-37-31(54)24(18-49)65-38(36(37)59)63-19-25-30(53)33(56)35(58)40(66-25)68-42(62)48-15-13-43(2,41(60)61)17-23(48)22-7-8-27-44(3)11-10-28(51)45(4,20-50)26(44)9-12-47(27,6)46(22,5)14-16-48/h7,21,23-40,49-59H,8-20H2,1-6H3,(H,60,61)/t21-,23-,24+,25+,26+,27+,28+,29-,30+,31+,32+,33-,34+,35+,36+,37-,38+,39-,40-,43+,44-,45-,46+,47+,48-/m0/s1
• InChI Key: GUYAGSBZEJWHRW-ZJKSNDRLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₆O₂₀
• Molecular Weight: 973.10 g/mol
• Exact Mass: 972.49299481 g/mol
• Topological Polar Surface Area (TPSA): 332.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -0.79
• H-Bond Acceptor: 19
• H-Bond Donor: 12
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6935	69.35%
Caco-2	-	0.8853	88.53%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8439	84.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8611	86.11%
OATP1B3 inhibitior	-	0.3315	33.15%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5298	52.98%
BSEP inhibitior	+	0.9095	90.95%
P-glycoprotein inhibitior	+	0.7471	74.71%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.7234	72.34%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8776	87.76%
CYP3A4 inhibition	-	0.8440	84.40%
CYP2C9 inhibition	-	0.9283	92.83%
CYP2C19 inhibition	-	0.9358	93.58%
CYP2D6 inhibition	-	0.9547	95.47%
CYP1A2 inhibition	-	0.9059	90.59%
CYP2C8 inhibition	+	0.7417	74.17%
CYP inhibitory promiscuity	-	0.9773	97.73%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6071	60.71%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9051	90.51%
Skin irritation	-	0.5279	52.79%
Skin corrosion	-	0.9458	94.58%
Ames mutagenesis	-	0.8370	83.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7571	75.71%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.9251	92.51%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.5873	58.73%
Acute Oral Toxicity (c)	III	0.7253	72.53%
Estrogen receptor binding	+	0.8130	81.30%
Androgen receptor binding	+	0.7362	73.62%
Thyroid receptor binding	-	0.5339	53.39%
Glucocorticoid receptor binding	+	0.7240	72.40%
Aromatase binding	+	0.6411	64.11%
PPAR gamma	+	0.8052	80.52%
Honey bee toxicity	-	0.6775	67.75%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6550	65.50%
Fish aquatic toxicity	+	0.9440	94.40%

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	98.00%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	96.66%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.14%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.89%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.72%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.38%	94.45%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	87.30%	95.17%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.43%	93.04%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.53%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.46%	95.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.13%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	83.81%	92.50%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	82.73%	81.11%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.58%	94.33%
CHEMBL2916	O14746	Telomerase reverse transcriptase	82.16%	90.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.11%	100.00%
CHEMBL5028	O14672	ADAM10	81.79%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.64%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.29%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.23%	93.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.18%	96.77%

Plants that contains it

• Eleutherococcus nodiflorus

Cross-Links

• PubChem: 162853614
• LOTUS: LTS0226789
• wikiData: Q105020787