3,4-epoxyclerodan-13E-en-15-oic acid

Details

• Internal ID: 81853424-f3c7-4515-b5ba-0eb6d38cf792
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Medium-chain fatty acids
• IUPAC Name: (E)-5-[(1aR,3aR,4R,5S,7aS,7bS)-4,5,7a,7b-tetramethyl-2,3,3a,5,6,7-hexahydro-1aH-naphtho[1,2-b]oxiren-4-yl]-3-methylpent-2-enoic acid
• InChI: InChI=1S/C20H32O3/c1-13(12-17(21)22)8-10-18(3)14(2)9-11-19(4)15(18)6-7-16-20(19,5)23-16/h12,14-16H,6-11H2,1-5H3,(H,21,22)/b13-12+/t14-,15+,16+,18+,19-,20+/m0/s1
• InChI Key: ZIERSMJBWUDONC-XYHGBDLASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₃
• Molecular Weight: 320.50 g/mol
• Exact Mass: 320.23514488 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.81
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• CHEMBL497526
• InChI=1/C20H32O3/c1-13(12-17(21)22)8-10-18(3)14(2)9-11-19(4)15(18)6-7-16-20(19,5)23-16/h12,14-16H,6-11H2,1-5H3,(H,21,22)/b13-12+/t14?,15-,16-,18-,19+,20-/m1/s

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9863	98.63%
Caco-2	+	0.6105	61.05%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4750	47.50%
OATP2B1 inhibitior	-	0.8627	86.27%
OATP1B1 inhibitior	+	0.8294	82.94%
OATP1B3 inhibitior	+	0.9471	94.71%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.7879	78.79%
P-glycoprotein inhibitior	-	0.6464	64.64%
P-glycoprotein substrate	-	0.7865	78.65%
CYP3A4 substrate	+	0.6122	61.22%
CYP2C9 substrate	-	0.7980	79.80%
CYP2D6 substrate	-	0.9077	90.77%
CYP3A4 inhibition	-	0.7269	72.69%
CYP2C9 inhibition	-	0.6799	67.99%
CYP2C19 inhibition	-	0.7077	70.77%
CYP2D6 inhibition	-	0.9380	93.80%
CYP1A2 inhibition	-	0.5379	53.79%
CYP2C8 inhibition	-	0.6362	63.62%
CYP inhibitory promiscuity	-	0.7827	78.27%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6690	66.90%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9267	92.67%
Skin irritation	-	0.5402	54.02%
Skin corrosion	-	0.9499	94.99%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7038	70.38%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.5317	53.17%
skin sensitisation	+	0.5084	50.84%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.7008	70.08%
Acute Oral Toxicity (c)	III	0.6793	67.93%
Estrogen receptor binding	+	0.8856	88.56%
Androgen receptor binding	+	0.6677	66.77%
Thyroid receptor binding	+	0.7295	72.95%
Glucocorticoid receptor binding	+	0.7287	72.87%
Aromatase binding	+	0.7700	77.00%
PPAR gamma	+	0.6814	68.14%
Honey bee toxicity	-	0.8014	80.14%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9910	99.10%

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	94.04%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.51%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.47%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.17%	96.61%
CHEMBL233	P35372	Mu opioid receptor	86.13%	97.93%
CHEMBL2061	P19793	Retinoid X receptor alpha	84.92%	91.67%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.14%	95.50%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	83.30%	98.46%
CHEMBL340	P08684	Cytochrome P450 3A4	82.31%	91.19%

Plants that contains it

• Detarium microcarpum

Cross-Links

• PubChem: 11602192
• LOTUS: LTS0204005
• wikiData: Q105376285