(1S,2S,5R,6R,10S,11R,14R,15R,18R,19S,20R)-10-[[(2R,3R,4S,5S,6R)-3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-18-hydroxy-6,10,14,15,20-pentamethyl-22-oxo-21-oxahexacyclo[17.3.2.01,18.02,15.05,14.06,11]tetracosane-20-carboxylic acid

Details

• Internal ID: 92ad3175-3a30-4096-8b70-0f51ddcff44c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (1S,2S,5R,6R,10S,11R,14R,15R,18R,19S,20R)-10-[[(2R,3R,4S,5S,6R)-3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-18-hydroxy-6,10,14,15,20-pentamethyl-22-oxo-21-oxahexacyclo[17.3.2.01,18.02,15.05,14.06,11]tetracosane-20-carboxylic acid
• SMILES (Canonical): CC1(CCCC2(C1CCC3(C2CCC4C3(CCC5(C46CCC5C(OC6=O)(C)C(=O)O)O)C)C)C)COC7C(C(C(C(O7)CO)O)O)OC8C(C(C(O8)CO)O)O
• SMILES (Isomeric): C[C@@]1(CCC[C@]2([C@H]1CC[C@@]3([C@@H]2CC[C@H]4[C@]3(CC[C@@]5([C@]46CC[C@@H]5[C@](OC6=O)(C)C(=O)O)O)C)C)C)CO[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](O8)CO)O)O
• InChI: InChI=1S/C41H64O15/c1-35(19-52-32-30(28(46)26(44)20(17-42)54-32)55-31-29(47)27(45)21(18-43)53-31)11-6-12-36(2)22(35)9-13-37(3)23(36)7-8-24-38(37,4)15-16-41(51)25-10-14-40(24,41)34(50)56-39(25,5)33(48)49/h20-32,42-47,51H,6-19H2,1-5H3,(H,48,49)/t20-,21+,22+,23-,24+,25-,26-,27+,28+,29-,30-,31+,32-,35-,36+,37-,38-,39-,40-,41-/m1/s1
• InChI Key: BJBRSZNFNPHABH-SJLRNVIPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₄O₁₅
• Molecular Weight: 796.90 g/mol
• Exact Mass: 796.42452133 g/mol
• Topological Polar Surface Area (TPSA): 242.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 1.23
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4819	48.19%
Caco-2	-	0.8783	87.83%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7146	71.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8566	85.66%
OATP1B3 inhibitior	+	0.9517	95.17%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.5737	57.37%
P-glycoprotein inhibitior	+	0.7521	75.21%
P-glycoprotein substrate	-	0.6230	62.30%
CYP3A4 substrate	+	0.7103	71.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8837	88.37%
CYP3A4 inhibition	-	0.8862	88.62%
CYP2C9 inhibition	-	0.8966	89.66%
CYP2C19 inhibition	-	0.8803	88.03%
CYP2D6 inhibition	-	0.9617	96.17%
CYP1A2 inhibition	-	0.9171	91.71%
CYP2C8 inhibition	+	0.6074	60.74%
CYP inhibitory promiscuity	-	0.9774	97.74%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6508	65.08%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9093	90.93%
Skin irritation	-	0.6338	63.38%
Skin corrosion	-	0.9390	93.90%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6898	68.98%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.7256	72.56%
skin sensitisation	-	0.9403	94.03%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6848	68.48%
Acute Oral Toxicity (c)	I	0.6977	69.77%
Estrogen receptor binding	+	0.6998	69.98%
Androgen receptor binding	+	0.7637	76.37%
Thyroid receptor binding	-	0.5981	59.81%
Glucocorticoid receptor binding	+	0.6388	63.88%
Aromatase binding	+	0.6472	64.72%
PPAR gamma	+	0.6918	69.18%
Honey bee toxicity	-	0.7793	77.93%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6850	68.50%
Fish aquatic toxicity	+	0.8822	88.22%

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	98.17%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.27%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.42%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	89.89%	92.50%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.86%	96.38%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.74%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.64%	95.89%
CHEMBL2581	P07339	Cathepsin D	88.96%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.09%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.69%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	86.57%	90.17%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.45%	95.83%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.94%	97.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.09%	94.33%
CHEMBL5028	O14672	ADAM10	84.02%	97.50%
CHEMBL226	P30542	Adenosine A1 receptor	83.86%	95.93%
CHEMBL340	P08684	Cytochrome P450 3A4	83.40%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.73%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.54%	91.07%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.50%	95.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.23%	92.62%

Plants that contains it

• Deparia lancea

Cross-Links

• PubChem: 101686909
• LOTUS: LTS0180102
• wikiData: Q104936961