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

Details

• Internal ID: dcab556f-df2f-4e70-87b6-5e32b41113e4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: 2-[(4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carbonyl]oxyacetic acid
• SMILES (Canonical): CC1(CCC2(C(C1)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)C)OC6C(C(C(C(O6)CO)O)O)O)C)C(=O)OCC(=O)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)OCC(=O)O)O)C)C)(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O
• InChI: InChI=1S/C38H60O11/c1-33(2)14-15-38(32(46)47-19-27(41)42)21(16-33)20-8-9-24-35(5)12-11-26(49-31-30(45)29(44)28(43)22(18-39)48-31)34(3,4)23(35)10-13-36(24,6)37(20,7)17-25(38)40/h8,21-26,28-31,39-40,43-45H,9-19H2,1-7H3,(H,41,42)/t21-,22+,23-,24+,25+,26-,28+,29-,30+,31-,35-,36+,37+,38+/m0/s1
• InChI Key: JKMCYAOEYROQRV-MLJWBVARSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₆₀O₁₁
• Molecular Weight: 692.90 g/mol
• Exact Mass: 692.41356273 g/mol
• Topological Polar Surface Area (TPSA): 183.00 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 3.57
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8010	80.10%
Caco-2	-	0.8627	86.27%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8748	87.48%
OATP2B1 inhibitior	-	0.8628	86.28%
OATP1B1 inhibitior	+	0.6908	69.08%
OATP1B3 inhibitior	-	0.3922	39.22%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5276	52.76%
BSEP inhibitior	+	0.5767	57.67%
P-glycoprotein inhibitior	+	0.7737	77.37%
P-glycoprotein substrate	-	0.8000	80.00%
CYP3A4 substrate	+	0.7049	70.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8825	88.25%
CYP3A4 inhibition	-	0.7914	79.14%
CYP2C9 inhibition	-	0.8443	84.43%
CYP2C19 inhibition	-	0.8871	88.71%
CYP2D6 inhibition	-	0.9429	94.29%
CYP1A2 inhibition	-	0.8403	84.03%
CYP2C8 inhibition	+	0.6100	61.00%
CYP inhibitory promiscuity	-	0.9631	96.31%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6861	68.61%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9172	91.72%
Skin irritation	-	0.6003	60.03%
Skin corrosion	-	0.9461	94.61%
Ames mutagenesis	-	0.7895	78.95%
Human Ether-a-go-go-Related Gene inhibition	-	0.3679	36.79%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.9000	90.00%
skin sensitisation	-	0.8982	89.82%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8608	86.08%
Acute Oral Toxicity (c)	III	0.8021	80.21%
Estrogen receptor binding	+	0.6467	64.67%
Androgen receptor binding	+	0.7251	72.51%
Thyroid receptor binding	-	0.5984	59.84%
Glucocorticoid receptor binding	+	0.6455	64.55%
Aromatase binding	+	0.6577	65.77%
PPAR gamma	+	0.6601	66.01%
Honey bee toxicity	-	0.7663	76.63%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6105	61.05%
Fish aquatic toxicity	+	0.9649	96.49%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.10%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.11%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.04%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.64%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.95%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.50%	86.92%
CHEMBL2581	P07339	Cathepsin D	87.19%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.17%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.70%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	85.46%	92.50%
CHEMBL5028	O14672	ADAM10	84.34%	97.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.13%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.36%	100.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.16%	96.21%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.96%	93.00%

Plants that contains it

• Aster auriculatus

Cross-Links

• PubChem: 162956798
• LOTUS: LTS0245085
• wikiData: Q105130323