Echinocidin A

Details

• Internal ID: 04580f4a-0142-4049-97e8-2abbbe9c7928
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Illudanes and illudins
• IUPAC Name: (2aS,4aS,7aS,7bR)-3-(hydroxymethyl)-6,6,7b-trimethyl-1,2,4a,5,7,7a-hexahydrocyclobuta[e]inden-2a-ol
• SMILES (Canonical): CC1(CC2C=C(C3(CCC3(C2C1)C)O)CO)C
• SMILES (Isomeric): C[C@]12CC[C@]1(C(=C[C@H]3[C@@H]2CC(C3)(C)C)CO)O
• InChI: InChI=1S/C15H24O2/c1-13(2)7-10-6-11(9-16)15(17)5-4-14(15,3)12(10)8-13/h6,10,12,16-17H,4-5,7-9H2,1-3H3/t10-,12+,14-,15-/m1/s1
• InChI Key: GYJKRLXBILQJJZ-DZGBDDFRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₂
• Molecular Weight: 236.35 g/mol
• Exact Mass: 236.177630004 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.50
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9916	99.16%
Caco-2	+	0.8573	85.73%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Lysosomes	0.5728	57.28%
OATP2B1 inhibitior	-	0.8479	84.79%
OATP1B1 inhibitior	+	0.9220	92.20%
OATP1B3 inhibitior	+	0.9441	94.41%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6768	67.68%
BSEP inhibitior	-	0.7620	76.20%
P-glycoprotein inhibitior	-	0.9629	96.29%
P-glycoprotein substrate	-	0.8435	84.35%
CYP3A4 substrate	+	0.5217	52.17%
CYP2C9 substrate	-	0.5471	54.71%
CYP2D6 substrate	-	0.7775	77.75%
CYP3A4 inhibition	-	0.8723	87.23%
CYP2C9 inhibition	-	0.7879	78.79%
CYP2C19 inhibition	-	0.8621	86.21%
CYP2D6 inhibition	-	0.9262	92.62%
CYP1A2 inhibition	-	0.8004	80.04%
CYP2C8 inhibition	-	0.8437	84.37%
CYP inhibitory promiscuity	-	0.7299	72.99%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5974	59.74%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.7523	75.23%
Skin irritation	-	0.5942	59.42%
Skin corrosion	-	0.9561	95.61%
Ames mutagenesis	-	0.6070	60.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5336	53.36%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.5624	56.24%
skin sensitisation	-	0.6932	69.32%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.5962	59.62%
Acute Oral Toxicity (c)	III	0.6046	60.46%
Estrogen receptor binding	-	0.6721	67.21%
Androgen receptor binding	+	0.5287	52.87%
Thyroid receptor binding	-	0.5727	57.27%
Glucocorticoid receptor binding	+	0.5709	57.09%
Aromatase binding	-	0.6174	61.74%
PPAR gamma	-	0.8610	86.10%
Honey bee toxicity	-	0.8663	86.63%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9134	91.34%

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	97.44%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.08%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.43%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.82%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.16%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.66%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.65%	82.69%
CHEMBL221	P23219	Cyclooxygenase-1	82.18%	90.17%
CHEMBL4208	P20618	Proteasome component C5	82.02%	90.00%
CHEMBL2581	P07339	Cathepsin D	81.30%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	81.00%	97.79%

Plants that contains it

• Helianthus annuus

Cross-Links

• PubChem: 11459022
• NPASS: NPC185488
• LOTUS: LTS0046528
• wikiData: Q77569690