(4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6S)-6-butoxycarbonyl-3,4,5-trihydroxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid

Details

• Internal ID: e1f405c7-23a1-432c-8fbd-4659d048a136
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6S)-6-butoxycarbonyl-3,4,5-trihydroxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
• SMILES (Canonical): CCCCOC(=O)C1C(C(C(C(O1)OC2CCC3(C(C2(C)C)CCC4(C3CC=C5C4(CCC6(C5CC(CC6)(C)C)C(=O)O)C)C)C)O)O)O
• SMILES (Isomeric): CCCCOC(=O)[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]4([C@@H]3CC=C5[C@]4(CC[C@@]6([C@H]5CC(CC6)(C)C)C(=O)O)C)C)C)O)O)O
• InChI: InChI=1S/C40H64O9/c1-9-10-21-47-32(44)31-29(42)28(41)30(43)33(49-31)48-27-14-15-37(6)25(36(27,4)5)13-16-39(8)26(37)12-11-23-24-22-35(2,3)17-19-40(24,34(45)46)20-18-38(23,39)7/h11,24-31,33,41-43H,9-10,12-22H2,1-8H3,(H,45,46)/t24-,25-,26+,27-,28-,29-,30+,31-,33+,37-,38+,39+,40-/m0/s1
• InChI Key: SSAPGJPMDABFIB-NFTBZABSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₆₄O₉
• Molecular Weight: 688.90 g/mol
• Exact Mass: 688.45503361 g/mol
• Topological Polar Surface Area (TPSA): 143.00 Ų
• XlogP: 7.70
• Atomic LogP (AlogP): 6.41
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9177	91.77%
Caco-2	-	0.8528	85.28%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8778	87.78%
OATP2B1 inhibitior	-	0.7274	72.74%
OATP1B1 inhibitior	-	0.3240	32.40%
OATP1B3 inhibitior	-	0.2468	24.68%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.6078	60.78%
P-glycoprotein inhibitior	+	0.7886	78.86%
P-glycoprotein substrate	-	0.7261	72.61%
CYP3A4 substrate	+	0.7186	71.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8833	88.33%
CYP3A4 inhibition	-	0.7090	70.90%
CYP2C9 inhibition	-	0.7760	77.60%
CYP2C19 inhibition	-	0.8220	82.20%
CYP2D6 inhibition	-	0.9256	92.56%
CYP1A2 inhibition	-	0.7896	78.96%
CYP2C8 inhibition	+	0.7519	75.19%
CYP inhibitory promiscuity	-	0.8548	85.48%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6921	69.21%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9159	91.59%
Skin irritation	-	0.5549	55.49%
Skin corrosion	-	0.9452	94.52%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4733	47.33%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.8822	88.22%
skin sensitisation	-	0.8836	88.36%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6064	60.64%
Acute Oral Toxicity (c)	III	0.6885	68.85%
Estrogen receptor binding	+	0.6732	67.32%
Androgen receptor binding	+	0.7290	72.90%
Thyroid receptor binding	-	0.6047	60.47%
Glucocorticoid receptor binding	+	0.6935	69.35%
Aromatase binding	+	0.6883	68.83%
PPAR gamma	+	0.6843	68.43%
Honey bee toxicity	-	0.8159	81.59%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9931	99.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	97.16%	90.17%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	96.63%	95.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.92%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.39%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.36%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.16%	99.17%
CHEMBL2581	P07339	Cathepsin D	91.74%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.91%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.32%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.29%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.37%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	84.82%	92.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.62%	97.25%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.62%	92.62%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.91%	96.77%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.06%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.31%	93.00%

Plants that contains it

• Aralia armata

Cross-Links

• PubChem: 101921676
• LOTUS: LTS0172111
• wikiData: Q105000551