(2S,3S,4S,5R,6S)-6-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-carboxy-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: bd42112a-a4c3-49eb-95aa-187eee9ee8b5
• 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,8aS,12aS,14aR,14bR)-8a-carboxy-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(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)C(=O)O)O)O)O)C)C)C2C1)C)C(=O)O)C
• SMILES (Isomeric): C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O)C)C)(C)C)O[C@@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O)O)O
• InChI: InChI=1S/C36H56O9/c1-31(2)14-16-36(30(42)43)17-15-34(6)19(20(36)18-31)8-9-22-33(5)12-11-23(32(3,4)21(33)10-13-35(22,34)7)44-29-26(39)24(37)25(38)27(45-29)28(40)41/h8,20-27,29,37-39H,9-18H2,1-7H3,(H,40,41)(H,42,43)/t20-,21-,22+,23-,24-,25-,26+,27-,29-,33-,34+,35+,36-/m0/s1
• InChI Key: IUCHKMAZAWJNBJ-IVWFCMBLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₆O₉
• Molecular Weight: 632.80 g/mol
• Exact Mass: 632.39243336 g/mol
• Topological Polar Surface Area (TPSA): 154.00 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 5.15
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8910	89.10%
Caco-2	-	0.8415	84.15%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8302	83.02%
OATP2B1 inhibitior	-	0.5827	58.27%
OATP1B1 inhibitior	-	0.3274	32.74%
OATP1B3 inhibitior	-	0.3294	32.94%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6679	66.79%
BSEP inhibitior	-	0.6484	64.84%
P-glycoprotein inhibitior	+	0.7250	72.50%
P-glycoprotein substrate	-	0.8937	89.37%
CYP3A4 substrate	+	0.6901	69.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8798	87.98%
CYP3A4 inhibition	-	0.7601	76.01%
CYP2C9 inhibition	-	0.8337	83.37%
CYP2C19 inhibition	-	0.8641	86.41%
CYP2D6 inhibition	-	0.9340	93.40%
CYP1A2 inhibition	-	0.7260	72.60%
CYP2C8 inhibition	+	0.6656	66.56%
CYP inhibitory promiscuity	-	0.9488	94.88%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6732	67.32%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9217	92.17%
Skin irritation	-	0.5252	52.52%
Skin corrosion	-	0.9273	92.73%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3827	38.27%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.9322	93.22%
skin sensitisation	-	0.7953	79.53%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7364	73.64%
Acute Oral Toxicity (c)	IV	0.5397	53.97%
Estrogen receptor binding	+	0.6012	60.12%
Androgen receptor binding	+	0.7060	70.60%
Thyroid receptor binding	-	0.5713	57.13%
Glucocorticoid receptor binding	+	0.6636	66.36%
Aromatase binding	+	0.6995	69.95%
PPAR gamma	+	0.6496	64.96%
Honey bee toxicity	-	0.7859	78.59%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5555	55.55%
Fish aquatic toxicity	+	0.9905	99.05%

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	93.72%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.25%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.94%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.71%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.53%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	86.13%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.27%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.08%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.59%	89.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.64%	93.00%
CHEMBL5255	O00206	Toll-like receptor 4	81.62%	92.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.54%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.43%	100.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.32%	97.36%

Plants that contains it

• Aralia elata
• Eleutherococcus senticosus

Cross-Links

• PubChem: 25203055
• LOTUS: LTS0274601
• wikiData: Q105120470