(2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8R,8aR,9R,10R,12aS,14aR,14bR)-8-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-9-[(2R)-2-methylbutanoyl]oxy-10-[(Z)-2-methylbut-2-enoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid

Details

• Internal ID: 717c997f-86fc-4dd6-affb-4ac7b8e6a59a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8R,8aR,9R,10R,12aS,14aR,14bR)-8-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-9-[(2R)-2-methylbutanoyl]oxy-10-[(Z)-2-methylbut-2-enoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
• InChI: InChI=1S/C57H90O23/c1-11-25(3)47(71)79-44-45(80-48(72)26(4)12-2)57(24-61)28(19-52(44,5)6)27-13-14-32-53(7)17-16-34(54(8,23-60)31(53)15-18-55(32,9)56(27,10)20-33(57)62)75-51-43(78-50-39(67)37(65)35(63)29(21-58)73-50)41(40(68)42(77-51)46(69)70)76-49-38(66)36(64)30(22-59)74-49/h11,13,26,28-45,49-51,58-68H,12,14-24H2,1-10H3,(H,69,70)/b25-11-/t26-,28+,29-,30+,31-,32-,33-,34+,35+,36+,37+,38-,39-,40+,41+,42+,43-,44+,45+,49+,50+,51-,53+,54-,55-,56-,57+/m1/s1
• InChI Key: YAYBFZAOQBDUKA-XQRLKIESSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₇H₉₀O₂₃
• Molecular Weight: 1143.30 g/mol
• Exact Mass: 1142.58728911 g/mol
• Topological Polar Surface Area (TPSA): 368.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 0.34
• H-Bond Acceptor: 22
• H-Bond Donor: 12
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9077	90.77%
Caco-2	-	0.8689	86.89%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.8562	85.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8058	80.58%
OATP1B3 inhibitior	+	0.8595	85.95%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9578	95.78%
P-glycoprotein inhibitior	+	0.7470	74.70%
P-glycoprotein substrate	+	0.5907	59.07%
CYP3A4 substrate	+	0.7381	73.81%
CYP2C9 substrate	-	0.7978	79.78%
CYP2D6 substrate	-	0.8976	89.76%
CYP3A4 inhibition	-	0.6055	60.55%
CYP2C9 inhibition	-	0.8021	80.21%
CYP2C19 inhibition	-	0.8999	89.99%
CYP2D6 inhibition	-	0.9305	93.05%
CYP1A2 inhibition	-	0.9125	91.25%
CYP2C8 inhibition	+	0.7800	78.00%
CYP inhibitory promiscuity	-	0.9166	91.66%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4543	45.43%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.8987	89.87%
Skin irritation	+	0.5366	53.66%
Skin corrosion	-	0.9356	93.56%
Ames mutagenesis	-	0.7564	75.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.7167	71.67%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6982	69.82%
skin sensitisation	-	0.9104	91.04%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5089	50.89%
Acute Oral Toxicity (c)	III	0.7057	70.57%
Estrogen receptor binding	+	0.7366	73.66%
Androgen receptor binding	+	0.7589	75.89%
Thyroid receptor binding	+	0.6019	60.19%
Glucocorticoid receptor binding	+	0.7973	79.73%
Aromatase binding	+	0.6439	64.39%
PPAR gamma	+	0.8140	81.40%
Honey bee toxicity	-	0.6596	65.96%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9791	97.91%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.75%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.57%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.81%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	94.76%	90.17%
CHEMBL1937	Q92769	Histone deacetylase 2	91.22%	94.75%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	90.70%	91.65%
CHEMBL2581	P07339	Cathepsin D	90.21%	98.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.92%	93.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	88.56%	94.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.44%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.43%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.71%	99.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.29%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.89%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.71%	95.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.47%	91.07%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.54%	95.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.41%	89.00%
CHEMBL5255	O00206	Toll-like receptor 4	84.11%	92.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.10%	93.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.59%	96.90%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.17%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.04%	92.62%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.37%	95.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.03%	97.25%
CHEMBL5028	O14672	ADAM10	80.53%	97.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.31%	91.24%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.04%	97.14%

Plants that contains it

• Aesculus pavia

Cross-Links

• PubChem: 162885958
• LOTUS: LTS0274614
• wikiData: Q105345688