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

Details

• Internal ID: 45936abf-5e06-4a9a-87ec-de665f1a0418
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl] (4aS,6aS,6aS,6bR,8aR,10R,11R,12aR,14bS)-10-[(2R,3R,4S,5R,6R)-4-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-11-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• InChI: InChI=1S/C64H104O31/c1-24-35(70)43(78)50(93-54-46(81)42(77)39(74)32(90-54)23-86-52-45(80)41(76)38(73)30(19-65)88-52)57(87-24)95-58(83)64-15-13-59(2,3)17-26(64)25-9-10-34-61(6)18-27(67)51(60(4,5)33(61)11-12-63(34,8)62(25,7)14-16-64)94-55-47(82)48(40(75)31(20-66)89-55)91-56-49(37(72)29(69)22-85-56)92-53-44(79)36(71)28(68)21-84-53/h9,24,26-57,65-82H,10-23H2,1-8H3/t24-,26-,27+,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-,56-,57-,61-,62+,63+,64-/m0/s1
• InChI Key: FZESVDFEIGDDQN-YYPWFVLRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₄H₁₀₄O₃₁
• Molecular Weight: 1369.50 g/mol
• Exact Mass: 1368.6561565 g/mol
• Topological Polar Surface Area (TPSA): 492.00 Ų
• XlogP: -3.20
• Atomic LogP (AlogP): -5.11
• H-Bond Acceptor: 31
• H-Bond Donor: 18
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7891	78.91%
Caco-2	-	0.8727	87.27%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8567	85.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8281	82.81%
OATP1B3 inhibitior	-	0.5700	57.00%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6276	62.76%
BSEP inhibitior	+	0.9407	94.07%
P-glycoprotein inhibitior	+	0.7450	74.50%
P-glycoprotein substrate	+	0.5389	53.89%
CYP3A4 substrate	+	0.7343	73.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8587	85.87%
CYP3A4 inhibition	-	0.9300	93.00%
CYP2C9 inhibition	-	0.8838	88.38%
CYP2C19 inhibition	-	0.9101	91.01%
CYP2D6 inhibition	-	0.9422	94.22%
CYP1A2 inhibition	-	0.8933	89.33%
CYP2C8 inhibition	+	0.7469	74.69%
CYP inhibitory promiscuity	-	0.9668	96.68%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6254	62.54%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.8981	89.81%
Skin irritation	-	0.6103	61.03%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7781	77.81%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.8917	89.17%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.8573	85.73%
Acute Oral Toxicity (c)	III	0.7945	79.45%
Estrogen receptor binding	+	0.7576	75.76%
Androgen receptor binding	+	0.7493	74.93%
Thyroid receptor binding	+	0.6313	63.13%
Glucocorticoid receptor binding	+	0.7915	79.15%
Aromatase binding	+	0.6670	66.70%
PPAR gamma	+	0.8244	82.44%
Honey bee toxicity	-	0.6537	65.37%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6050	60.50%
Fish aquatic toxicity	+	0.9411	94.11%

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	99.56%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.04%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.74%	97.25%
CHEMBL3714130	P46095	G-protein coupled receptor 6	95.49%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.36%	97.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	95.29%	95.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.52%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.05%	86.33%
CHEMBL2581	P07339	Cathepsin D	92.04%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.68%	96.77%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.55%	95.50%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	87.74%	83.57%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.96%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.43%	96.61%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.01%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	84.97%	90.17%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.16%	91.24%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.34%	91.07%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.33%	86.92%
CHEMBL5028	O14672	ADAM10	82.77%	97.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.57%	94.33%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.31%	96.21%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.87%	89.05%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.72%	89.00%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	81.57%	95.00%
CHEMBL233	P35372	Mu opioid receptor	81.11%	97.93%
CHEMBL5255	O00206	Toll-like receptor 4	80.82%	92.50%
CHEMBL226	P30542	Adenosine A1 receptor	80.31%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.07%	95.89%

Plants that contains it

• Cylicodiscus gabunensis

Cross-Links

• PubChem: 162928809
• LOTUS: LTS0259951
• wikiData: Q105004896