(2R,3R,4S,5S,6R)-2-[(2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[[(1S,4S,5R,8R,9R,10S,13S,14R,17S,18R)-9-(hydroxymethyl)-4,5,9,13,20,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-10-yl]oxy]oxan-3-yl]oxy-5-hydroxy-6-methyl-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-2,3,4,5-tetrol

Details

• Internal ID: 014f7b94-ea3d-48b7-a043-2c58b6459174
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[(2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[[(1S,4S,5R,8R,9R,10S,13S,14R,17S,18R)-9-(hydroxymethyl)-4,5,9,13,20,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-10-yl]oxy]oxan-3-yl]oxy-5-hydroxy-6-methyl-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-2,3,4,5-tetrol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(OC(C2OC3(C(C(C(C(O3)CO)O)O)O)O)OC4C(OC(C(C4O)O)OC5CCC6(C(C5(C)CO)CCC7(C6C=CC89C7(CCC1(C8CC(CC1)(C)C)CO9)C)C)C)CO)C)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](O[C@H]([C@@H]2O[C@]3([C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O[C@@H]4[C@H](O[C@H]([C@@H]([C@H]4O)O)O[C@H]5CC[C@]6([C@H]([C@]5(C)CO)CC[C@@]7([C@@H]6C=C[C@@]89[C@]7(CC[C@@]1([C@H]8CC(CC1)(C)C)CO9)C)C)C)CO)C)O)O)O)O
• InChI: InChI=1S/C54H88O22/c1-24-32(58)35(61)38(64)44(69-24)74-41-33(59)25(2)70-46(42(41)76-54(67)43(66)37(63)34(60)26(20-55)75-54)73-40-27(21-56)71-45(39(65)36(40)62)72-31-11-12-48(5)28(49(31,6)22-57)9-13-50(7)29(48)10-14-53-30-19-47(3,4)15-17-52(30,23-68-53)18-16-51(50,53)8/h10,14,24-46,55-67H,9,11-13,15-23H2,1-8H3/t24-,25+,26+,27+,28+,29+,30+,31-,32-,33-,34+,35+,36+,37-,38+,39+,40+,41-,42+,43+,44-,45-,46-,48-,49-,50+,51-,52+,53-,54+/m0/s1
• InChI Key: MLTDCGJYVLFVKW-NZFPMKKWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₈₈O₂₂
• Molecular Weight: 1089.30 g/mol
• Exact Mass: 1088.57672443 g/mol
• Topological Polar Surface Area (TPSA): 346.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -1.20
• H-Bond Acceptor: 22
• H-Bond Donor: 13
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6891	68.91%
Caco-2	-	0.8755	87.55%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7184	71.84%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8358	83.58%
OATP1B3 inhibitior	+	0.8961	89.61%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8691	86.91%
P-glycoprotein inhibitior	+	0.7448	74.48%
P-glycoprotein substrate	+	0.6300	63.00%
CYP3A4 substrate	+	0.7373	73.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8322	83.22%
CYP3A4 inhibition	-	0.9372	93.72%
CYP2C9 inhibition	-	0.8329	83.29%
CYP2C19 inhibition	-	0.8087	80.87%
CYP2D6 inhibition	-	0.9349	93.49%
CYP1A2 inhibition	-	0.8641	86.41%
CYP2C8 inhibition	+	0.7578	75.78%
CYP inhibitory promiscuity	-	0.8763	87.63%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6144	61.44%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.9010	90.10%
Skin irritation	-	0.7299	72.99%
Skin corrosion	-	0.9404	94.04%
Ames mutagenesis	-	0.7437	74.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.8348	83.48%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.6689	66.89%
skin sensitisation	-	0.8994	89.94%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.8112	81.12%
Acute Oral Toxicity (c)	I	0.4643	46.43%
Estrogen receptor binding	+	0.8026	80.26%
Androgen receptor binding	+	0.7649	76.49%
Thyroid receptor binding	+	0.5556	55.56%
Glucocorticoid receptor binding	+	0.7020	70.20%
Aromatase binding	+	0.6588	65.88%
PPAR gamma	+	0.7949	79.49%
Honey bee toxicity	-	0.6424	64.24%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5250	52.50%
Fish aquatic toxicity	+	0.9561	95.61%

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	97.88%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	96.60%	95.93%
CHEMBL3714130	P46095	G-protein coupled receptor 6	95.29%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.02%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.26%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.71%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.45%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.22%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.06%	94.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.66%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.51%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	85.95%	94.75%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	85.58%	92.78%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.20%	93.04%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.35%	92.94%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.14%	91.07%
CHEMBL325	Q13547	Histone deacetylase 1	82.10%	95.92%
CHEMBL2581	P07339	Cathepsin D	81.57%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.25%	92.62%

Plants that contains it

• Scrophularia ningpoensis

Cross-Links

• PubChem: 163194397
• LOTUS: LTS0240265
• wikiData: Q105167083