Euscaphic Acid E

Details

• Internal ID: d3bbc0e0-0464-4c3a-b462-f327b8f1777c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1R,2R,5R,7R,8R,10S,11R,14S,15S,16S,17R,20S)-7,8-dihydroxy-2,6,6,10,16,17-hexamethylhexacyclo[12.8.1.01,14.02,11.05,10.015,20]tricos-12-ene-20-carboxylic acid
• SMILES (Canonical): CC1CCC2(CCC34CC3(C2C1C)C=CC5C4(CCC6C5(CC(C(C6(C)C)O)O)C)C)C(=O)O
• SMILES (Isomeric): C[C@@H]1CC[C@@]2(CC[C@]34C[C@@]3([C@@H]2[C@H]1C)C=C[C@H]5[C@]4(CC[C@@H]6[C@@]5(C[C@H]([C@@H](C6(C)C)O)O)C)C)C(=O)O
• InChI: InChI=1S/C30H46O4/c1-17-7-11-28(24(33)34)13-14-30-16-29(30,22(28)18(17)2)12-9-21-26(5)15-19(31)23(32)25(3,4)20(26)8-10-27(21,30)6/h9,12,17-23,31-32H,7-8,10-11,13-16H2,1-6H3,(H,33,34)/t17-,18+,19-,20+,21-,22-,23+,26+,27-,28+,29-,30-/m1/s1
• InChI Key: FDZUTRFWPZSBJC-ZPVDVGMHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₆O₄
• Molecular Weight: 470.70 g/mol
• Exact Mass: 470.33960994 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 5.67
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• CHEBI:70679
• CHEMBL1270549
• Q27139011

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9786	97.86%
Caco-2	-	0.5930	59.30%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8023	80.23%
OATP2B1 inhibitior	-	0.7145	71.45%
OATP1B1 inhibitior	+	0.8673	86.73%
OATP1B3 inhibitior	+	0.9115	91.15%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7571	75.71%
BSEP inhibitior	+	0.8152	81.52%
P-glycoprotein inhibitior	-	0.7560	75.60%
P-glycoprotein substrate	-	0.6412	64.12%
CYP3A4 substrate	+	0.6770	67.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8460	84.60%
CYP3A4 inhibition	-	0.7108	71.08%
CYP2C9 inhibition	-	0.8332	83.32%
CYP2C19 inhibition	-	0.7997	79.97%
CYP2D6 inhibition	-	0.9582	95.82%
CYP1A2 inhibition	-	0.7316	73.16%
CYP2C8 inhibition	+	0.5318	53.18%
CYP inhibitory promiscuity	-	0.9778	97.78%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7070	70.70%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9413	94.13%
Skin irritation	+	0.5466	54.66%
Skin corrosion	-	0.9370	93.70%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5522	55.22%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.6517	65.17%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7216	72.16%
Acute Oral Toxicity (c)	III	0.6756	67.56%
Estrogen receptor binding	+	0.7735	77.35%
Androgen receptor binding	+	0.7699	76.99%
Thyroid receptor binding	+	0.6047	60.47%
Glucocorticoid receptor binding	+	0.7687	76.87%
Aromatase binding	+	0.6816	68.16%
PPAR gamma	+	0.6022	60.22%
Honey bee toxicity	-	0.8619	86.19%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9940	99.40%

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	96.08%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	92.40%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.18%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.10%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.52%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.83%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.65%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.87%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.54%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.56%	100.00%

Plants that contains it

• Staphylea japonica

Cross-Links

• PubChem: 49831544
• LOTUS: LTS0021447
• wikiData: Q27139011