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

Details

• Internal ID: 3542fb26-99f6-42bf-a798-ef6465e1656b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3R,4S,4aR,6aR,6bR,8aS,12aS,14aR,14bR)-8a-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6S)-4-[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-methyl-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxycarbonyl-2-hydroxy-6b-(hydroxymethyl)-4,6a,11,11,14b-pentamethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid
• InChI: InChI=1S/C64H102O32/c1-24-34(70)38(74)41(77)51(87-24)92-45-35(71)25(2)88-54(47(45)94-53-43(79)46(93-55-48(80)64(84,22-67)23-86-55)44(26(3)89-53)91-50-40(76)36(72)30(69)20-85-50)96-57(83)62-14-13-58(4,5)17-28(62)27-9-10-32-59(6)18-29(68)49(95-52-42(78)39(75)37(73)31(19-65)90-52)61(8,56(81)82)33(59)11-12-60(32,7)63(27,21-66)16-15-62/h9,24-26,28-55,65-80,84H,10-23H2,1-8H3,(H,81,82)/t24-,25+,26-,28-,29-,30+,31+,32+,33+,34-,35-,36-,37+,38+,39-,40+,41+,42+,43+,44-,45-,46-,47+,48-,49-,50-,51-,52-,53-,54-,55+,59+,60+,61-,62-,63-,64+/m0/s1
• InChI Key: RFFUIGMYLZCCMR-YELRANHTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₄H₁₀₂O₃₂
• Molecular Weight: 1383.50 g/mol
• Exact Mass: 1382.6354211 g/mol
• Topological Polar Surface Area (TPSA): 509.00 Ų
• XlogP: -4.00
• Atomic LogP (AlogP): -5.02
• H-Bond Acceptor: 31
• H-Bond Donor: 18
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8427	84.27%
Caco-2	-	0.8669	86.69%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8733	87.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7977	79.77%
OATP1B3 inhibitior	+	0.8381	83.81%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.9462	94.62%
P-glycoprotein inhibitior	+	0.7441	74.41%
P-glycoprotein substrate	+	0.6799	67.99%
CYP3A4 substrate	+	0.7360	73.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8811	88.11%
CYP3A4 inhibition	-	0.8187	81.87%
CYP2C9 inhibition	-	0.8372	83.72%
CYP2C19 inhibition	-	0.9259	92.59%
CYP2D6 inhibition	-	0.9408	94.08%
CYP1A2 inhibition	-	0.9133	91.33%
CYP2C8 inhibition	+	0.7650	76.50%
CYP inhibitory promiscuity	-	0.9476	94.76%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4689	46.89%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.8974	89.74%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9368	93.68%
Ames mutagenesis	-	0.6670	66.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7866	78.66%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.7209	72.09%
skin sensitisation	-	0.9098	90.98%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.7822	78.22%
Acute Oral Toxicity (c)	III	0.6742	67.42%
Estrogen receptor binding	+	0.7226	72.26%
Androgen receptor binding	+	0.7608	76.08%
Thyroid receptor binding	+	0.6772	67.72%
Glucocorticoid receptor binding	+	0.7911	79.11%
Aromatase binding	+	0.6528	65.28%
PPAR gamma	+	0.8216	82.16%
Honey bee toxicity	-	0.6644	66.44%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9692	96.92%

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	99.04%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	95.33%	97.36%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	94.60%	95.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.79%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.06%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.93%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.68%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	90.67%	90.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.60%	86.92%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	90.55%	83.57%
CHEMBL4302	P08183	P-glycoprotein 1	90.21%	92.98%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.98%	94.45%
CHEMBL1914	P06276	Butyrylcholinesterase	87.44%	95.00%
CHEMBL2581	P07339	Cathepsin D	87.05%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.18%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.63%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.35%	99.23%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.67%	94.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.61%	91.24%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.53%	95.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.08%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	82.28%	91.19%
CHEMBL226	P30542	Adenosine A1 receptor	81.84%	95.93%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.69%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.52%	95.89%
CHEMBL5028	O14672	ADAM10	80.67%	97.50%

Plants that contains it

• Bredemeyera floribunda

Cross-Links

• PubChem: 162941197
• LOTUS: LTS0240628
• wikiData: Q105235364