[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-4,5-diacetyloxy-6-methyl-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-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-carboxylate

Details

• Internal ID: 6aa237b3-d3a6-4490-8662-59423cba525c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-4,5-diacetyloxy-6-methyl-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-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-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC(=O)C34CCC(CC3C5=CCC6C7(CCC(C(C7CCC6(C5(CC4)C)C)(C)C)OC8C(C(C(C(O8)C)OC(=O)C)OC(=O)C)OC9C(C(C(C(O9)C)O)O)O)C)(C)C)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]2OC(=O)[C@@]34CC[C@@]5(C(=CC[C@H]6[C@]5(CC[C@@H]7[C@@]6(CC[C@@H](C7(C)C)O[C@H]8[C@@H]([C@H]([C@H]([C@H](O8)C)OC(=O)C)OC(=O)C)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)C)C)[C@@H]3CC(CC4)(C)C)C)CO)O)O)O)O)O
• InChI: InChI=1S/C58H92O22/c1-25-36(62)39(65)42(68)48(71-25)78-45-41(67)38(64)32(24-59)76-50(45)80-52(70)58-21-19-53(6,7)23-31(58)30-13-14-34-55(10)17-16-35(54(8,9)33(55)15-18-57(34,12)56(30,11)20-22-58)77-51-47(79-49-43(69)40(66)37(63)26(2)72-49)46(75-29(5)61)44(27(3)73-51)74-28(4)60/h13,25-27,31-51,59,62-69H,14-24H2,1-12H3/t25-,26-,27+,31-,32+,33-,34+,35-,36-,37-,38+,39+,40+,41-,42+,43+,44-,45+,46-,47+,48-,49-,50-,51-,55-,56+,57+,58-/m0/s1
• InChI Key: IIBXPWTVQRQSEO-UGYWYVKESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₉₂O₂₂
• Molecular Weight: 1141.30 g/mol
• Exact Mass: 1140.60802456 g/mol
• Topological Polar Surface Area (TPSA): 326.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.19
• H-Bond Acceptor: 22
• H-Bond Donor: 9
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7941	79.41%
Caco-2	-	0.8683	86.83%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8948	89.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.3216	32.16%
OATP1B3 inhibitior	-	0.5056	50.56%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.6474	64.74%
BSEP inhibitior	+	0.9588	95.88%
P-glycoprotein inhibitior	+	0.7490	74.90%
P-glycoprotein substrate	-	0.7457	74.57%
CYP3A4 substrate	+	0.7322	73.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8774	87.74%
CYP3A4 inhibition	-	0.8459	84.59%
CYP2C9 inhibition	-	0.8380	83.80%
CYP2C19 inhibition	-	0.9220	92.20%
CYP2D6 inhibition	-	0.9493	94.93%
CYP1A2 inhibition	-	0.8499	84.99%
CYP2C8 inhibition	+	0.6851	68.51%
CYP inhibitory promiscuity	-	0.9381	93.81%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6298	62.98%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.8988	89.88%
Skin irritation	-	0.5723	57.23%
Skin corrosion	-	0.9450	94.50%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7567	75.67%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.9322	93.22%
skin sensitisation	-	0.9064	90.64%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.8636	86.36%
Acute Oral Toxicity (c)	III	0.7628	76.28%
Estrogen receptor binding	+	0.7329	73.29%
Androgen receptor binding	+	0.7342	73.42%
Thyroid receptor binding	+	0.6101	61.01%
Glucocorticoid receptor binding	+	0.7996	79.96%
Aromatase binding	+	0.6520	65.20%
PPAR gamma	+	0.8279	82.79%
Honey bee toxicity	-	0.6491	64.91%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9778	97.78%

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	98.32%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.78%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.16%	97.36%
CHEMBL2581	P07339	Cathepsin D	92.81%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.47%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.66%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.70%	89.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	87.90%	95.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.89%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.95%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.26%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.28%	95.56%
CHEMBL5255	O00206	Toll-like receptor 4	83.85%	92.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.47%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.34%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.23%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.67%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.96%	95.89%

Plants that contains it

• Xerospermum noronhianum

Cross-Links

• PubChem: 44541565
• LOTUS: LTS0210037
• wikiData: Q105113403