(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8R,8aS,12aS,14aR,14bR)-8-acetyloxy-4,4,6a,6b,11,11,14b-heptamethyl-8a-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-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: 1a9e0726-c006-420f-bf44-bb3b1c9ae2a9
• 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,12aS,14aR,14bR)-8-acetyloxy-4,4,6a,6b,11,11,14b-heptamethyl-8a-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-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(CC9)(C)C)COC1C(C(C(C(O1)CO)O)O)O)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(CC9)(C)C)CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)OC(=O)C)C)C)C)C(=O)O)O)CO)O)O)O)O)O
• InChI: InChI=1S/C62H100O29/c1-24-35(67)39(71)44(76)53(82-24)90-49-42(74)38(70)30(22-65)86-55(49)88-47-46(78)48(51(79)80)89-56(50(47)91-54-45(77)41(73)37(69)29(21-64)85-54)87-33-13-14-59(7)31(58(33,5)6)12-15-60(8)32(59)11-10-26-27-18-57(3,4)16-17-62(27,34(83-25(2)66)19-61(26,60)9)23-81-52-43(75)40(72)36(68)28(20-63)84-52/h10,24,27-50,52-56,63-65,67-78H,11-23H2,1-9H3,(H,79,80)/t24-,27-,28+,29+,30+,31-,32+,33-,34+,35-,36+,37+,38-,39+,40-,41-,42-,43+,44+,45+,46-,47-,48-,49+,50+,52+,53-,54-,55-,56+,59-,60+,61+,62+/m0/s1
• InChI Key: RYHNQWOFRCJVGC-KFKZUBPMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₂H₁₀₀O₂₉
• Molecular Weight: 1309.40 g/mol
• Exact Mass: 1308.63502715 g/mol
• Topological Polar Surface Area (TPSA): 459.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -3.08
• H-Bond Acceptor: 28
• H-Bond Donor: 16
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7181	71.81%
Caco-2	-	0.8734	87.34%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8914	89.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7158	71.58%
OATP1B3 inhibitior	-	0.5187	51.87%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5974	59.74%
BSEP inhibitior	+	0.9536	95.36%
P-glycoprotein inhibitior	+	0.7459	74.59%
P-glycoprotein substrate	-	0.5968	59.68%
CYP3A4 substrate	+	0.7369	73.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8862	88.62%
CYP3A4 inhibition	-	0.9061	90.61%
CYP2C9 inhibition	-	0.8653	86.53%
CYP2C19 inhibition	-	0.9130	91.30%
CYP2D6 inhibition	-	0.9498	94.98%
CYP1A2 inhibition	-	0.8749	87.49%
CYP2C8 inhibition	+	0.7666	76.66%
CYP inhibitory promiscuity	-	0.9549	95.49%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6115	61.15%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.8981	89.81%
Skin irritation	-	0.6295	62.95%
Skin corrosion	-	0.9453	94.53%
Ames mutagenesis	-	0.8124	81.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7801	78.01%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.9045	90.45%
skin sensitisation	-	0.9028	90.28%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.9252	92.52%
Acute Oral Toxicity (c)	III	0.7689	76.89%
Estrogen receptor binding	+	0.7425	74.25%
Androgen receptor binding	+	0.7432	74.32%
Thyroid receptor binding	+	0.6431	64.31%
Glucocorticoid receptor binding	+	0.8132	81.32%
Aromatase binding	+	0.6481	64.81%
PPAR gamma	+	0.8263	82.63%
Honey bee toxicity	-	0.6457	64.57%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5155	51.55%
Fish aquatic toxicity	+	0.9722	97.22%

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	97.73%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.50%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.83%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.65%	86.33%
CHEMBL2581	P07339	Cathepsin D	89.16%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.92%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.78%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.40%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.41%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.12%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.34%	99.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.11%	100.00%
CHEMBL5028	O14672	ADAM10	83.47%	97.50%
CHEMBL1937	Q92769	Histone deacetylase 2	83.32%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.21%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.80%	96.21%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.73%	93.00%
CHEMBL5255	O00206	Toll-like receptor 4	81.73%	92.50%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	81.72%	89.44%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.18%	95.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.25%	94.08%

Plants that contains it

• Ternstroemia gymnanthera

Cross-Links

• PubChem: 11434824
• LOTUS: LTS0091278
• wikiData: Q105247593