(1S,2S,5R,6R,9S,10S,11R,14R,15R,18R,19S)-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-18-hydroxy-10-(hydroxymethyl)-6,10,14,15,20,20-hexamethyl-21-oxahexacyclo[17.3.2.01,18.02,15.05,14.06,11]tetracosan-22-one

Details

• Internal ID: c003f191-289e-47ea-b893-7085b46d1322
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (1S,2S,5R,6R,9S,10S,11R,14R,15R,18R,19S)-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-18-hydroxy-10-(hydroxymethyl)-6,10,14,15,20,20-hexamethyl-21-oxahexacyclo[17.3.2.01,18.02,15.05,14.06,11]tetracosan-22-one
• SMILES (Canonical): CC1(C2CCC3(C2(CCC4(C3CCC5C4(CCC6C5(CCC(C6(C)CO)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)C)C)O)C(=O)O1)C
• SMILES (Isomeric): C[C@]12CC[C@@H]([C@]([C@@H]1CC[C@@]3([C@@H]2CC[C@H]4[C@]3(CC[C@@]5([C@]46CC[C@@H]5C(OC6=O)(C)C)O)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/c1-36(2)22-10-14-41(35(51)57-36)25-8-7-24-37(3)12-11-26(38(4,19-45)23(37)9-13-39(24,5)40(25,6)15-16-42(22,41)52)55-34-32(30(49)28(47)21(18-44)54-34)56-33-31(50)29(48)27(46)20(17-43)53-33/h20-34,43-50,52H,7-19H2,1-6H3/t20-,21-,22-,23-,24-,25+,26+,27-,28-,29+,30+,31-,32-,33+,34+,37+,38-,39-,40-,41-,42-/m1/s1
• InChI Key: OOGBHGBJKVRCJY-SNSHQRKVSA-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: 1.80
• Atomic LogP (AlogP): 0.50
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5818	58.18%
Caco-2	-	0.8811	88.11%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7047	70.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8867	88.67%
OATP1B3 inhibitior	+	0.8898	88.98%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.6418	64.18%
P-glycoprotein inhibitior	+	0.7441	74.41%
P-glycoprotein substrate	-	0.7108	71.08%
CYP3A4 substrate	+	0.7202	72.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8638	86.38%
CYP3A4 inhibition	-	0.9457	94.57%
CYP2C9 inhibition	-	0.8571	85.71%
CYP2C19 inhibition	-	0.8693	86.93%
CYP2D6 inhibition	-	0.9590	95.90%
CYP1A2 inhibition	-	0.9087	90.87%
CYP2C8 inhibition	+	0.5253	52.53%
CYP inhibitory promiscuity	-	0.9788	97.88%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7024	70.24%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9100	91.00%
Skin irritation	-	0.6870	68.70%
Skin corrosion	-	0.9506	95.06%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7128	71.28%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6999	69.99%
skin sensitisation	-	0.9265	92.65%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.5928	59.28%
Acute Oral Toxicity (c)	I	0.5206	52.06%
Estrogen receptor binding	+	0.7158	71.58%
Androgen receptor binding	+	0.7610	76.10%
Thyroid receptor binding	-	0.6032	60.32%
Glucocorticoid receptor binding	+	0.5960	59.60%
Aromatase binding	+	0.6784	67.84%
PPAR gamma	+	0.6994	69.94%
Honey bee toxicity	-	0.7078	70.78%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6650	66.50%
Fish aquatic toxicity	+	0.8537	85.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1937	Q92769	Histone deacetylase 2	97.27%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.90%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.94%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.55%	96.61%
CHEMBL5103	Q969S8	Histone deacetylase 10	90.55%	90.08%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.76%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.73%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.68%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.30%	97.25%
CHEMBL5255	O00206	Toll-like receptor 4	85.10%	92.50%
CHEMBL2581	P07339	Cathepsin D	84.47%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.44%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.44%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.25%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.37%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.02%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.20%	97.14%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.37%	95.71%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.04%	95.50%

Plants that contains it

• Deparia lancea

Cross-Links

• PubChem: 101073297
• LOTUS: LTS0242489
• wikiData: Q105195363