(2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aR,12aS,14aR,14bR)-9-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-10-hydroxy-4-(hydroxymethyl)-4,6a,6b,8a,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: 3c790f7f-c76f-475c-8542-76d1fe8b80d1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aR,12aS,14aR,14bR)-9-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-10-hydroxy-4-(hydroxymethyl)-4,6a,6b,8a,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(CC2C3=CCC4C5(CCC(C(C5CCC4(C3(CCC2(C(C1O)OC6C(C(C(CO6)OC7C(C(C(C(O7)CO)O)O)O)O)O)C)C)C)(C)CO)OC8C(C(C(C(O8)C(=O)O)O)O)O)C)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(C(C5O[C@H]6[C@@H]([C@H]([C@H](CO6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O)O)(C)C)C)C)C)(C)CO)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)C(=O)O)O)O)O
• InChI: InChI=1S/C47H76O19/c1-42(2)16-21-20-8-9-25-44(4)12-11-26(64-41-34(57)30(53)31(54)35(65-41)38(59)60)45(5,19-49)24(44)10-13-47(25,7)46(20,6)15-14-43(21,3)37(36(42)58)66-39-32(55)28(51)23(18-61-39)63-40-33(56)29(52)27(50)22(17-48)62-40/h8,21-37,39-41,48-58H,9-19H2,1-7H3,(H,59,60)/t21-,22+,23-,24+,25+,26-,27+,28-,29-,30-,31-,32+,33+,34+,35-,36?,37?,39-,40-,41+,43+,44-,45+,46+,47+/m0/s1
• InChI Key: WSXIMVZGYWWYOF-HSONXCQVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₆O₁₉
• Molecular Weight: 945.10 g/mol
• Exact Mass: 944.49808019 g/mol
• Topological Polar Surface Area (TPSA): 315.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): -0.71
• H-Bond Acceptor: 18
• H-Bond Donor: 12
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7499	74.99%
Caco-2	-	0.8905	89.05%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8758	87.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8242	82.42%
OATP1B3 inhibitior	-	0.5977	59.77%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5776	57.76%
BSEP inhibitior	+	0.6561	65.61%
P-glycoprotein inhibitior	+	0.7535	75.35%
P-glycoprotein substrate	-	0.5928	59.28%
CYP3A4 substrate	+	0.7293	72.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8798	87.98%
CYP3A4 inhibition	-	0.9589	95.89%
CYP2C9 inhibition	-	0.8763	87.63%
CYP2C19 inhibition	-	0.9003	90.03%
CYP2D6 inhibition	-	0.9427	94.27%
CYP1A2 inhibition	-	0.8671	86.71%
CYP2C8 inhibition	+	0.7834	78.34%
CYP inhibitory promiscuity	-	0.9423	94.23%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6313	63.13%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9049	90.49%
Skin irritation	-	0.6520	65.20%
Skin corrosion	-	0.9500	95.00%
Ames mutagenesis	-	0.6970	69.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7396	73.96%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8940	89.40%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	-	0.7290	72.90%
Acute Oral Toxicity (c)	III	0.7822	78.22%
Estrogen receptor binding	+	0.7769	77.69%
Androgen receptor binding	+	0.7398	73.98%
Thyroid receptor binding	-	0.5295	52.95%
Glucocorticoid receptor binding	+	0.7204	72.04%
Aromatase binding	+	0.6446	64.46%
PPAR gamma	+	0.7996	79.96%
Honey bee toxicity	-	0.7040	70.40%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9603	96.03%

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	96.94%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	93.16%	90.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.85%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.09%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.70%	94.45%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.59%	93.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.58%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.56%	96.09%
CHEMBL2581	P07339	Cathepsin D	85.32%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.63%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.43%	95.89%
CHEMBL5028	O14672	ADAM10	84.17%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.45%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.47%	95.50%
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	82.45%	97.34%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.02%	96.21%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.75%	91.07%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.63%	94.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.20%	86.33%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.99%	97.33%
CHEMBL5255	O00206	Toll-like receptor 4	80.55%	92.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.47%	89.00%

Plants that contains it

• Impatiens siculifera

Cross-Links

• PubChem: 101474434
• LOTUS: LTS0236291
• wikiData: Q105312194