(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-2-[[(1S,3S,7R,9R,12S,13R,16S,17S,18R,19S,21S,22S,23S)-22-ethyl-17-hydroxy-12,16,18,21-tetramethyl-20,24,25-trioxaheptacyclo[19.3.2.01,17.03,16.04,13.07,12.019,23]hexacos-4-en-9-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 3862368c-07ee-46e9-8ea2-4487da3d2563
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-2-[[(1S,3S,7R,9R,12S,13R,16S,17S,18R,19S,21S,22S,23S)-22-ethyl-17-hydroxy-12,16,18,21-tetramethyl-20,24,25-trioxaheptacyclo[19.3.2.01,17.03,16.04,13.07,12.019,23]hexacos-4-en-9-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CCC1C2C3C(C4(C5(CCC6C(=CCC7C6(CCC(C7)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(C(O9)CO)O)O)O)C)C5CC4(O2)OCC1(O3)C)C)O)C
• SMILES (Isomeric): CC[C@H]1[C@H]2[C@@H]3[C@H]([C@@]4([C@]5(CC[C@H]6C(=CC[C@H]7[C@@]6(CC[C@H](C7)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)C)[C@@H]5C[C@@]4(O2)OC[C@]1(O3)C)C)O)C
• InChI: InChI=1S/C41H64O15/c1-6-22-33-32-18(2)41(49)38(4)12-10-23-21(24(38)14-40(41,56-33)50-17-39(22,5)55-32)8-7-19-13-20(9-11-37(19,23)3)51-36-34(30(47)28(45)26(16-43)53-36)54-35-31(48)29(46)27(44)25(15-42)52-35/h8,18-20,22-36,42-49H,6-7,9-17H2,1-5H3/t18-,19-,20-,22+,23+,24+,25-,26-,27-,28-,29+,30+,31-,32+,33+,34-,35+,36-,37+,38+,39-,40+,41+/m1/s1
• InChI Key: HXVOMOVWSRCUHT-GLBVUHFNSA-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): 226.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.24
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8261	82.61%
Caco-2	-	0.8827	88.27%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6810	68.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8401	84.01%
OATP1B3 inhibitior	+	0.8969	89.69%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.4783	47.83%
P-glycoprotein inhibitior	+	0.7277	72.77%
P-glycoprotein substrate	+	0.5915	59.15%
CYP3A4 substrate	+	0.7293	72.93%
CYP2C9 substrate	-	0.7970	79.70%
CYP2D6 substrate	-	0.8422	84.22%
CYP3A4 inhibition	-	0.8882	88.82%
CYP2C9 inhibition	-	0.8296	82.96%
CYP2C19 inhibition	-	0.8264	82.64%
CYP2D6 inhibition	-	0.9269	92.69%
CYP1A2 inhibition	-	0.8435	84.35%
CYP2C8 inhibition	+	0.6826	68.26%
CYP inhibitory promiscuity	-	0.8152	81.52%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5493	54.93%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9151	91.51%
Skin irritation	-	0.5730	57.30%
Skin corrosion	-	0.9390	93.90%
Ames mutagenesis	-	0.7270	72.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7880	78.80%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.6834	68.34%
skin sensitisation	-	0.9120	91.20%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8199	81.99%
Acute Oral Toxicity (c)	III	0.5459	54.59%
Estrogen receptor binding	+	0.7965	79.65%
Androgen receptor binding	+	0.7467	74.67%
Thyroid receptor binding	-	0.5721	57.21%
Glucocorticoid receptor binding	-	0.4686	46.86%
Aromatase binding	+	0.6562	65.62%
PPAR gamma	+	0.7395	73.95%
Honey bee toxicity	-	0.6328	63.28%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9662	96.62%

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	99.18%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.10%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.09%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.49%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.27%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.11%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.72%	95.89%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	92.35%	94.23%
CHEMBL226	P30542	Adenosine A1 receptor	91.97%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.92%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.86%	86.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.44%	95.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.30%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.07%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.84%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.20%	92.62%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.89%	94.62%
CHEMBL1937	Q92769	Histone deacetylase 2	82.61%	94.75%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.55%	96.90%
CHEMBL206	P03372	Estrogen receptor alpha	81.65%	97.64%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.38%	92.86%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.99%	82.69%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	80.69%	92.32%

Plants that contains it

• Ajuga salicifolia

Cross-Links

• PubChem: 10919871
• LOTUS: LTS0262832
• wikiData: Q104667977