[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-5-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[(3S)-3-hydroxybutanoyl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-10,11-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

• Internal ID: 5b032376-d72e-4c66-80b3-299308ec89db
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-5-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[(3S)-3-hydroxybutanoyl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-10,11-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC(CC(=O)OC1COC(C(C1O)O)OC2C(C(C(OC2OC3CC4(C(=CCC5C4(CCC6C5(CC(C(C6(C)CO)O)O)C)C)C7C3(CCC(C7)(C)C)C(=O)OC8C(C(C(CO8)O)O)O)C)CO)O)O)O
• SMILES (Isomeric): C[C@@H](CC(=O)O[C@H]1CO[C@H]([C@@H]([C@H]1O)O)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2O[C@@H]3C[C@@]4(C(=CC[C@H]5[C@]4(CC[C@@H]6[C@@]5(C[C@@H]([C@@H]([C@@]6(C)CO)O)O)C)C)[C@H]7[C@@]3(CCC(C7)(C)C)C(=O)O[C@H]8[C@@H]([C@H]([C@H](CO8)O)O)O)C)CO)O)O)O
• InChI: InChI=1S/C50H80O21/c1-22(53)14-32(56)67-28-20-66-41(38(62)35(28)59)70-39-36(60)34(58)27(18-51)68-43(39)69-31-17-49(7)23(8-9-30-46(4)16-25(54)40(63)47(5,21-52)29(46)10-11-48(30,49)6)24-15-45(2,3)12-13-50(24,31)44(64)71-42-37(61)33(57)26(55)19-65-42/h8,22,24-31,33-43,51-55,57-63H,9-21H2,1-7H3/t22-,24-,25-,26-,27+,28-,29+,30+,31+,33-,34+,35-,36-,37+,38+,39+,40-,41-,42-,43-,46-,47-,48+,49+,50+/m0/s1
• InChI Key: RNQBPTWEXPLWQG-YXOJPORTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₈₀O₂₁
• Molecular Weight: 1017.20 g/mol
• Exact Mass: 1016.51920956 g/mol
• Topological Polar Surface Area (TPSA): 342.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -1.35
• H-Bond Acceptor: 21
• H-Bond Donor: 12
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7601	76.01%
Caco-2	-	0.8828	88.28%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7860	78.60%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.7818	78.18%
P-glycoprotein inhibitior	+	0.7534	75.34%
P-glycoprotein substrate	+	0.6088	60.88%
CYP3A4 substrate	+	0.7397	73.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8774	87.74%
CYP3A4 inhibition	-	0.8310	83.10%
CYP2C9 inhibition	-	0.8704	87.04%
CYP2C19 inhibition	-	0.9216	92.16%
CYP2D6 inhibition	-	0.9491	94.91%
CYP1A2 inhibition	-	0.9009	90.09%
CYP2C8 inhibition	+	0.7354	73.54%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9043	90.43%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7428	74.28%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.6247	62.47%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.8072	80.72%
Androgen receptor binding	+	0.7556	75.56%
Thyroid receptor binding	-	0.5159	51.59%
Glucocorticoid receptor binding	+	0.7521	75.21%
Aromatase binding	+	0.5780	57.80%
PPAR gamma	+	0.8116	81.16%
Honey bee toxicity	-	0.6561	65.61%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6650	66.50%
Fish aquatic toxicity	+	0.9585	95.85%

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	97.92%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.53%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.54%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.35%	96.77%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.80%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.49%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.35%	89.00%
CHEMBL4302	P08183	P-glycoprotein 1	88.18%	92.98%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.11%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.03%	98.95%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	87.18%	95.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.17%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.91%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.30%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.18%	91.07%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.90%	94.33%
CHEMBL5028	O14672	ADAM10	84.23%	97.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.58%	95.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.28%	94.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.71%	97.14%
CHEMBL1937	Q92769	Histone deacetylase 2	81.88%	94.75%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.09%	96.61%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.74%	92.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.28%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162889783
• LOTUS: LTS0191450
• wikiData: Q105241769