(2S,3S,4R,5R,6R)-6-[[(3S,4aR,6aR,6bS,8R,8aR,9R,10R,12aS,14aR,14bR)-8,10-diacetyloxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-(3-methylbutanoyloxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxane-2-carboxylic acid

Details

• Internal ID: aa4528ec-f4f9-41c5-ae39-3af2d643cb35
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4R,5R,6R)-6-[[(3S,4aR,6aR,6bS,8R,8aR,9R,10R,12aS,14aR,14bR)-8,10-diacetyloxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-(3-methylbutanoyloxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2C(=O)O)OC3CCC4(C(C3(C)C)CCC5(C4CC=C6C5(CC(C7(C6CC(C(C7OC(=O)CC(C)C)OC(=O)C)(C)C)CO)OC(=O)C)C)C)C)O)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]([C@@H](O[C@@H]2C(=O)O)O[C@H]3CC[C@]4([C@H](C3(C)C)CC[C@@]5([C@@H]4CC=C6[C@]5(C[C@H]([C@@]7([C@H]6CC([C@H]([C@@H]7OC(=O)CC(C)C)OC(=O)C)(C)C)CO)OC(=O)C)C)C)C)O)O)O)O)O
• InChI: InChI=1S/C51H80O18/c1-23(2)19-33(55)67-42-41(65-26(5)54)46(6,7)20-28-27-13-14-30-48(10)17-16-31(47(8,9)29(48)15-18-49(30,11)50(27,12)21-32(64-25(4)53)51(28,42)22-52)66-45-38(60)36(58)39(40(69-45)43(61)62)68-44-37(59)35(57)34(56)24(3)63-44/h13,23-24,28-32,34-42,44-45,52,56-60H,14-22H2,1-12H3,(H,61,62)/t24-,28-,29-,30+,31-,32+,34-,35+,36+,37+,38+,39-,40-,41-,42-,44-,45+,48-,49+,50+,51-/m0/s1
• InChI Key: VSOSBHMIXNTQPQ-GOTZVPERSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₀O₁₈
• Molecular Weight: 981.20 g/mol
• Exact Mass: 980.53446570 g/mol
• Topological Polar Surface Area (TPSA): 275.00 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.56
• H-Bond Acceptor: 17
• H-Bond Donor: 7
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7475	74.75%
Caco-2	-	0.8709	87.09%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8859	88.59%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7493	74.93%
OATP1B3 inhibitior	-	0.3280	32.80%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	+	0.8754	87.54%
P-glycoprotein inhibitior	+	0.7540	75.40%
P-glycoprotein substrate	+	0.5838	58.38%
CYP3A4 substrate	+	0.7333	73.33%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8862	88.62%
CYP3A4 inhibition	-	0.8263	82.63%
CYP2C9 inhibition	-	0.8832	88.32%
CYP2C19 inhibition	-	0.9317	93.17%
CYP2D6 inhibition	-	0.9440	94.40%
CYP1A2 inhibition	-	0.8156	81.56%
CYP2C8 inhibition	+	0.7459	74.59%
CYP inhibitory promiscuity	-	0.9299	92.99%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5720	57.20%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9013	90.13%
Skin irritation	-	0.5313	53.13%
Skin corrosion	-	0.9435	94.35%
Ames mutagenesis	-	0.7095	70.95%
Human Ether-a-go-go-Related Gene inhibition	+	0.6756	67.56%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.8215	82.15%
skin sensitisation	-	0.8920	89.20%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.7066	70.66%
Acute Oral Toxicity (c)	III	0.8015	80.15%
Estrogen receptor binding	+	0.7614	76.14%
Androgen receptor binding	+	0.7416	74.16%
Thyroid receptor binding	+	0.5536	55.36%
Glucocorticoid receptor binding	+	0.8022	80.22%
Aromatase binding	+	0.6470	64.70%
PPAR gamma	+	0.8269	82.69%
Honey bee toxicity	-	0.6514	65.14%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9737	97.37%

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	98.63%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.34%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.77%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	93.44%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.55%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.03%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.52%	96.77%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.33%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.45%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.37%	95.89%
CHEMBL5028	O14672	ADAM10	86.52%	97.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.21%	94.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.99%	93.56%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.96%	89.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.34%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.05%	91.07%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	82.75%	89.44%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.21%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.63%	95.89%

Plants that contains it

• Foetidia africana

Cross-Links

• PubChem: 11007575
• LOTUS: LTS0117794
• wikiData: Q105292409