(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8R,8aS,9S,12aS,14aR,14bR)-8-acetyloxy-9-hydroxy-8a-(hydroxymethyl)-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]-4-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid

Details

• Internal ID: 942a57c7-3fbc-4d09-9e73-aa63ce00c29c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8R,8aS,9S,12aS,14aR,14bR)-8-acetyloxy-9-hydroxy-8a-(hydroxymethyl)-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]-4-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3C(C(OC(C3OC4C(C(C(C(O4)CO)O)O)O)OC5CCC6(C(C5(C)C)CCC7(C6CC=C8C7(CC(C9(C8CC(CC9O)(C)C)CO)OC(=O)C)C)C)C)C(=O)O)O)CO)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@H]([C@H](O[C@H]2O[C@H]3[C@@H]([C@H](O[C@H]([C@@H]3O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O[C@H]5CC[C@]6([C@H](C5(C)C)CC[C@@]7([C@@H]6CC=C8[C@]7(C[C@H]([C@@]9([C@H]8CC(C[C@@H]9O)(C)C)CO)OC(=O)C)C)C)C)C(=O)O)O)CO)O)O)O)O)O
• InChI: InChI=1S/C56H90O25/c1-22-33(62)36(65)39(68)47(73-22)80-44-38(67)35(64)27(20-58)76-49(44)78-42-41(70)43(46(71)72)79-50(45(42)81-48-40(69)37(66)34(63)26(19-57)75-48)77-31-13-14-53(7)28(52(31,5)6)12-15-54(8)29(53)11-10-24-25-16-51(3,4)17-30(61)56(25,21-59)32(74-23(2)60)18-55(24,54)9/h10,22,25-45,47-50,57-59,61-70H,11-21H2,1-9H3,(H,71,72)/t22-,25-,26+,27+,28-,29+,30-,31-,32+,33-,34+,35-,36+,37-,38-,39+,40+,41-,42-,43-,44+,45+,47-,48-,49-,50+,53-,54+,55+,56+/m0/s1
• InChI Key: UFGDSAMBCUDNSI-DXNSWVCISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₉₀O₂₅
• Molecular Weight: 1163.30 g/mol
• Exact Mass: 1162.57711835 g/mol
• Topological Polar Surface Area (TPSA): 400.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): -1.93
• H-Bond Acceptor: 24
• H-Bond Donor: 14
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7601	76.01%
Caco-2	-	0.8828	88.28%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7266	72.66%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.9123	91.23%
P-glycoprotein inhibitior	+	0.7485	74.85%
P-glycoprotein substrate	-	0.6033	60.33%
CYP3A4 substrate	+	0.7309	73.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8862	88.62%
CYP3A4 inhibition	-	0.8310	83.10%
CYP2C9 inhibition	-	0.8704	87.04%
CYP2C19 inhibition	-	0.9216	92.16%
CYP2D6 inhibition	-	0.9491	94.91%
CYP1A2 inhibition	-	0.9009	90.09%
CYP2C8 inhibition	+	0.7568	75.68%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9004	90.04%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.8924	89.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7539	75.39%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.9420	94.20%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.8544	85.44%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.7944	79.44%
Androgen receptor binding	+	0.7478	74.78%
Thyroid receptor binding	+	0.5555	55.55%
Glucocorticoid receptor binding	+	0.7874	78.74%
Aromatase binding	+	0.6174	61.74%
PPAR gamma	+	0.8291	82.91%
Honey bee toxicity	-	0.6414	64.14%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9585	95.85%

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	97.99%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.81%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.70%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.04%	97.36%
CHEMBL2581	P07339	Cathepsin D	89.96%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.20%	94.45%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.14%	96.21%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.69%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.13%	95.56%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	85.75%	89.44%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.68%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.37%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.27%	95.89%
CHEMBL5028	O14672	ADAM10	82.77%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.12%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	81.85%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.32%	99.17%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.91%	95.50%

Plants that contains it

• Ternstroemia gymnanthera

Cross-Links

• PubChem: 11355302
• LOTUS: LTS0174689
• wikiData: Q105271830