Euscaphic Acid F

Details

• Internal ID: ac51d579-96e7-45bb-b056-3c8cb42a2e42
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1R,2R,5R,7R,8R,10S,11R,14S,15S,17R,20S)-7,8-dihydroxy-2,6,6,10,17-pentamethyl-16-methylidenehexacyclo[12.8.1.01,14.02,11.05,10.015,20]tricos-12-ene-20-carboxylic acid
• SMILES (Canonical): CC1CCC2(CCC34CC3(C2C1=C)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]2C1=C)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/C30H44O4/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/h9,12,17,19-23,31-32H,2,7-8,10-11,13-16H2,1,3-6H3,(H,33,34)/t17-,19-,20+,21-,22-,23+,26+,27-,28+,29-,30-/m1/s1
• InChI Key: BHYFAPCVVRZAQZ-KYHYGKICSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₄O₄
• Molecular Weight: 468.70 g/mol
• Exact Mass: 468.32395988 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 5.59
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• CHEBI:70680
• CHEMBL1270550
• Q27139012

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9821	98.21%
Caco-2	-	0.6020	60.20%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7861	78.61%
OATP2B1 inhibitior	-	0.7140	71.40%
OATP1B1 inhibitior	+	0.8218	82.18%
OATP1B3 inhibitior	-	0.2150	21.50%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6071	60.71%
BSEP inhibitior	+	0.8406	84.06%
P-glycoprotein inhibitior	-	0.7615	76.15%
P-glycoprotein substrate	-	0.6370	63.70%
CYP3A4 substrate	+	0.6828	68.28%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8460	84.60%
CYP3A4 inhibition	-	0.7065	70.65%
CYP2C9 inhibition	-	0.7508	75.08%
CYP2C19 inhibition	-	0.7665	76.65%
CYP2D6 inhibition	-	0.9383	93.83%
CYP1A2 inhibition	-	0.7901	79.01%
CYP2C8 inhibition	+	0.5743	57.43%
CYP inhibitory promiscuity	-	0.9603	96.03%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7035	70.35%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9122	91.22%
Skin irritation	+	0.5373	53.73%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4014	40.14%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.5870	58.70%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.6399	63.99%
Acute Oral Toxicity (c)	III	0.6902	69.02%
Estrogen receptor binding	+	0.7522	75.22%
Androgen receptor binding	+	0.7499	74.99%
Thyroid receptor binding	+	0.6207	62.07%
Glucocorticoid receptor binding	+	0.7898	78.98%
Aromatase binding	+	0.6800	68.00%
PPAR gamma	+	0.5932	59.32%
Honey bee toxicity	-	0.8078	80.78%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	93.48%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.34%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.64%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.60%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.84%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.27%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.16%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.30%	82.69%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.03%	100.00%

Plants that contains it

• Staphylea japonica

Cross-Links

• PubChem: 49831596
• LOTUS: LTS0044408
• wikiData: Q27139012