(1R,2S,5R,6R,9S,10S,11R,14R,15R,18S,19S,20R)-9-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-10,20-bis(hydroxymethyl)-6,10,14,15,20-pentamethyl-21-oxahexacyclo[17.3.2.01,18.02,15.05,14.06,11]tetracosan-22-one

Details

• Internal ID: 38412216-f091-4a82-9836-391a193c9366
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (1R,2S,5R,6R,9S,10S,11R,14R,15R,18S,19S,20R)-9-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-10,20-bis(hydroxymethyl)-6,10,14,15,20-pentamethyl-21-oxahexacyclo[17.3.2.01,18.02,15.05,14.06,11]tetracosan-22-one
• SMILES (Canonical): CC12CCC(C(C1CCC3(C2CCC4C3(CCC5C46CCC5C(OC6=O)(C)CO)C)C)(C)CO)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)CO)O)O)O
• SMILES (Isomeric): C[C@]12CC[C@@H]([C@]([C@@H]1CC[C@@]3([C@@H]2CC[C@H]4[C@]3(CC[C@@H]5[C@]46CC[C@@H]5[C@](OC6=O)(C)CO)C)C)(C)CO)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O
• InChI: InChI=1S/C42H68O15/c1-37-12-11-27(55-35-33(31(50)29(48)23(17-44)54-35)56-34-32(51)30(49)28(47)22(16-43)53-34)38(2,18-45)24(37)10-14-39(3)25(37)6-7-26-40(39,4)13-8-21-20-9-15-42(21,26)36(52)57-41(20,5)19-46/h20-35,43-51H,6-19H2,1-5H3/t20-,21-,22+,23+,24+,25+,26-,27-,28+,29+,30-,31-,32+,33+,34-,35-,37-,38+,39+,40+,41-,42+/m0/s1
• InChI Key: ZKSHWGVZNLCCAP-SLFVQGRESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₆₈O₁₅
• Molecular Weight: 813.00 g/mol
• Exact Mass: 812.45582146 g/mol
• Topological Polar Surface Area (TPSA): 245.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 0.36
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5630	56.30%
Caco-2	-	0.8871	88.71%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7179	71.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8688	86.88%
OATP1B3 inhibitior	+	0.9148	91.48%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.6143	61.43%
P-glycoprotein inhibitior	+	0.7347	73.47%
P-glycoprotein substrate	-	0.7746	77.46%
CYP3A4 substrate	+	0.7285	72.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8556	85.56%
CYP3A4 inhibition	-	0.9696	96.96%
CYP2C9 inhibition	-	0.8970	89.70%
CYP2C19 inhibition	-	0.8625	86.25%
CYP2D6 inhibition	-	0.9639	96.39%
CYP1A2 inhibition	-	0.8873	88.73%
CYP2C8 inhibition	+	0.5905	59.05%
CYP inhibitory promiscuity	-	0.9641	96.41%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7086	70.86%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9138	91.38%
Skin irritation	-	0.7018	70.18%
Skin corrosion	-	0.9534	95.34%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7150	71.50%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.6499	64.99%
skin sensitisation	-	0.9415	94.15%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.6115	61.15%
Acute Oral Toxicity (c)	I	0.5591	55.91%
Estrogen receptor binding	+	0.7168	71.68%
Androgen receptor binding	+	0.7735	77.35%
Thyroid receptor binding	-	0.6254	62.54%
Glucocorticoid receptor binding	+	0.5704	57.04%
Aromatase binding	+	0.6677	66.77%
PPAR gamma	+	0.6735	67.35%
Honey bee toxicity	-	0.6709	67.09%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6050	60.50%
Fish aquatic toxicity	+	0.8632	86.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.70%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	91.25%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.89%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.45%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.79%	95.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.02%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.79%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.62%	97.36%
CHEMBL2581	P07339	Cathepsin D	87.59%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.89%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.69%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.24%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.32%	89.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.16%	96.38%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.10%	92.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.97%	100.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.53%	95.71%
CHEMBL5255	O00206	Toll-like receptor 4	82.05%	92.50%
CHEMBL5555	O00767	Acyl-CoA desaturase	81.70%	97.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.55%	94.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.52%	95.50%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	80.45%	81.11%

Plants that contains it

• Deparia lancea

Cross-Links

• PubChem: 101073298
• LOTUS: LTS0049129
• wikiData: Q105378695