Acremonin A

Details

• Internal ID: 5d59aea0-b7a1-47ec-84ab-f4b011c0c5a1
• Taxonomy: Benzenoids > Phenols > 1-hydroxy-2-unsubstituted benzenoids
• IUPAC Name: 7-prop-1-en-2-ylbicyclo[4.2.0]octa-1,3,5-triene-2,5-diol
• SMILES (Canonical): CC(=C)C1CC2=C(C=CC(=C12)O)O
• SMILES (Isomeric): CC(=C)C1CC2=C(C=CC(=C12)O)O
• InChI: InChI=1S/C11H12O2/c1-6(2)7-5-8-9(12)3-4-10(13)11(7)8/h3-4,7,12-13H,1,5H2,2H3
• InChI Key: CHBOVVKYCNAZHG-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₂O₂
• Molecular Weight: 176.21 g/mol
• Exact Mass: 176.083729621 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.31
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• CHEMBL508599
• 7-Isopropenylbicyclo[4.2.0]octa-1,3,5-triene-2,5-diol
• 7-Isopropenylbicyclo[4.2.0]octa-1,3,5- triene- 2,5-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.8373	83.73%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6337	63.37%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.9672	96.72%
OATP1B3 inhibitior	+	0.9604	96.04%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9348	93.48%
P-glycoprotein inhibitior	-	0.9785	97.85%
P-glycoprotein substrate	-	0.8937	89.37%
CYP3A4 substrate	-	0.6603	66.03%
CYP2C9 substrate	-	0.5774	57.74%
CYP2D6 substrate	+	0.4353	43.53%
CYP3A4 inhibition	+	0.5311	53.11%
CYP2C9 inhibition	+	0.6286	62.86%
CYP2C19 inhibition	+	0.6118	61.18%
CYP2D6 inhibition	-	0.6804	68.04%
CYP1A2 inhibition	+	0.7940	79.40%
CYP2C8 inhibition	-	0.8753	87.53%
CYP inhibitory promiscuity	+	0.6415	64.15%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7643	76.43%
Carcinogenicity (trinary)	Non-required	0.5581	55.81%
Eye corrosion	-	0.8924	89.24%
Eye irritation	+	0.8268	82.68%
Skin irritation	+	0.5663	56.63%
Skin corrosion	-	0.6286	62.86%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6542	65.42%
Micronuclear	-	0.6592	65.92%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	+	0.7847	78.47%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.5468	54.68%
Acute Oral Toxicity (c)	III	0.5048	50.48%
Estrogen receptor binding	-	0.7709	77.09%
Androgen receptor binding	-	0.7150	71.50%
Thyroid receptor binding	-	0.7057	70.57%
Glucocorticoid receptor binding	-	0.7024	70.24%
Aromatase binding	-	0.8069	80.69%
PPAR gamma	-	0.5985	59.85%
Honey bee toxicity	-	0.9376	93.76%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9845	98.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.91%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.67%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.07%	96.09%
CHEMBL2581	P07339	Cathepsin D	86.80%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.28%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10397307
• LOTUS: LTS0157832
• wikiData: Q103817740