(2S,3S,4S,5R,6S)-6-[[(3S,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-8a-[(2R,3R,4S,5R)-4,5-dihydroxy-3-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]oxycarbonyl-8-hydroxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

Details

• Internal ID: 539b6f61-91dc-4218-80b5-d9a523c5d9f4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6S)-6-[[(3S,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-8a-[(2R,3R,4S,5R)-4,5-dihydroxy-3-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]oxycarbonyl-8-hydroxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1(CCC2(C(C1)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)C)OC6C(C(C(C(O6)C(=O)O)O)O)O)C)C(=O)OC7C(C(C(CO7)O)O)OC(=O)C=CC8=CC=C(C=C8)O)C
• SMILES (Isomeric): C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(C[C@H]([C@@]5([C@H]4CC(CC5)(C)C)C(=O)O[C@@H]6[C@@H]([C@H]([C@@H](CO6)O)O)OC(=O)/C=C/C7=CC=C(C=C7)O)O)C)C)(C)C)O[C@@H]8[C@@H]([C@H]([C@@H]([C@H](O8)C(=O)O)O)O)O
• InChI: InChI=1S/C50H70O16/c1-45(2)20-21-50(44(61)66-43-40(35(55)29(52)24-62-43)64-34(54)15-10-25-8-11-26(51)12-9-25)28(22-45)27-13-14-31-47(5)18-17-33(63-42-38(58)36(56)37(57)39(65-42)41(59)60)46(3,4)30(47)16-19-48(31,6)49(27,7)23-32(50)53/h8-13,15,28-33,35-40,42-43,51-53,55-58H,14,16-24H2,1-7H3,(H,59,60)/b15-10+/t28-,29+,30-,31+,32+,33-,35-,36-,37-,38+,39-,40+,42-,43+,47-,48+,49+,50+/m0/s1
• InChI Key: WXQNYXVJRJEBPT-JWHAMHMPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₇₀O₁₆
• Molecular Weight: 927.10 g/mol
• Exact Mass: 926.46638614 g/mol
• Topological Polar Surface Area (TPSA): 259.00 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 3.99
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9239	92.39%
Caco-2	-	0.8672	86.72%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8340	83.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7202	72.02%
OATP1B3 inhibitior	-	0.2482	24.82%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6526	65.26%
BSEP inhibitior	+	0.8945	89.45%
P-glycoprotein inhibitior	+	0.7528	75.28%
P-glycoprotein substrate	+	0.5459	54.59%
CYP3A4 substrate	+	0.7435	74.35%
CYP2C9 substrate	-	0.8073	80.73%
CYP2D6 substrate	-	0.8746	87.46%
CYP3A4 inhibition	-	0.7592	75.92%
CYP2C9 inhibition	-	0.7903	79.03%
CYP2C19 inhibition	-	0.8394	83.94%
CYP2D6 inhibition	-	0.9120	91.20%
CYP1A2 inhibition	-	0.7138	71.38%
CYP2C8 inhibition	+	0.8587	85.87%
CYP inhibitory promiscuity	-	0.9527	95.27%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5891	58.91%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9023	90.23%
Skin irritation	-	0.6224	62.24%
Skin corrosion	-	0.9406	94.06%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7323	73.23%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.7717	77.17%
skin sensitisation	-	0.8616	86.16%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.9312	93.12%
Acute Oral Toxicity (c)	III	0.4371	43.71%
Estrogen receptor binding	+	0.7826	78.26%
Androgen receptor binding	+	0.7515	75.15%
Thyroid receptor binding	+	0.5771	57.71%
Glucocorticoid receptor binding	+	0.7776	77.76%
Aromatase binding	+	0.5710	57.10%
PPAR gamma	+	0.8017	80.17%
Honey bee toxicity	-	0.6791	67.91%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5645	56.45%
Fish aquatic toxicity	+	0.9945	99.45%

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	97.68%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.13%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.24%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.03%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.76%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.58%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.10%	93.99%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.36%	96.09%
CHEMBL2179	P04062	Beta-glucocerebrosidase	90.30%	85.31%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	89.38%	89.44%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	89.26%	89.67%
CHEMBL206	P03372	Estrogen receptor alpha	89.16%	97.64%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.05%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	84.85%	94.75%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	82.87%	97.53%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.78%	94.08%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.33%	95.89%
CHEMBL5028	O14672	ADAM10	81.13%	97.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.07%	93.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.29%	95.50%

Plants that contains it

• Tragopogon pratensis

Cross-Links

• PubChem: 163193705
• LOTUS: LTS0113389
• wikiData: Q105314855