Abyssinone A

Details

• Internal ID: 3d74b270-d6db-4c92-b205-542c904c5f73
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxychalcones
• IUPAC Name: (E)-1-(2,4-dihydroxyphenyl)-3-(8-hydroxy-2,2-dimethylchromen-6-yl)prop-2-en-1-one
• InChI: InChI=1S/C20H18O5/c1-20(2)8-7-13-9-12(10-18(24)19(13)25-20)3-6-16(22)15-5-4-14(21)11-17(15)23/h3-11,21,23-24H,1-2H3/b6-3+
• InChI Key: OKKOOVXXLBMKQH-ZZXKWVIFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈O₅
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.11542367 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.88
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• (2E)-1-(2,4-dihydroxyphenyl)-3-(8-hydroxy-2,2-dimethyl-2H-chromen-6-yl)prop-2-en-1-one
• CHEBI:65358
• DTXSID201121114
• Q27133800
• (2E)-1-(2,4-Dihydroxyphenyl)-3-(8-hydroxy-2,2-dimethyl-2H-1-benzopyran-6-yl)-2-propen-1-one
• 1039071-39-0

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9712	97.12%
Caco-2	+	0.7520	75.20%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6400	64.00%
OATP2B1 inhibitior	-	0.5686	56.86%
OATP1B1 inhibitior	+	0.8843	88.43%
OATP1B3 inhibitior	+	0.9711	97.11%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.8122	81.22%
P-glycoprotein inhibitior	-	0.6099	60.99%
P-glycoprotein substrate	-	0.6898	68.98%
CYP3A4 substrate	+	0.5590	55.90%
CYP2C9 substrate	-	0.7983	79.83%
CYP2D6 substrate	-	0.8506	85.06%
CYP3A4 inhibition	+	0.6838	68.38%
CYP2C9 inhibition	+	0.6629	66.29%
CYP2C19 inhibition	+	0.5458	54.58%
CYP2D6 inhibition	-	0.7377	73.77%
CYP1A2 inhibition	+	0.8769	87.69%
CYP2C8 inhibition	+	0.7109	71.09%
CYP inhibitory promiscuity	+	0.7292	72.92%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6143	61.43%
Eye corrosion	-	0.9877	98.77%
Eye irritation	+	0.6967	69.67%
Skin irritation	-	0.6381	63.81%
Skin corrosion	-	0.8705	87.05%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4770	47.70%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	-	0.6686	66.86%
skin sensitisation	-	0.6478	64.78%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.5423	54.23%
Acute Oral Toxicity (c)	III	0.7216	72.16%
Estrogen receptor binding	+	0.9318	93.18%
Androgen receptor binding	+	0.8499	84.99%
Thyroid receptor binding	+	0.7098	70.98%
Glucocorticoid receptor binding	+	0.8048	80.48%
Aromatase binding	+	0.7691	76.91%
PPAR gamma	+	0.8330	83.30%
Honey bee toxicity	-	0.8659	86.59%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9701	97.01%

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	97.64%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.05%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.15%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.47%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.75%	86.33%
CHEMBL3194	P02766	Transthyretin	89.60%	90.71%
CHEMBL4208	P20618	Proteasome component C5	88.13%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	88.01%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.38%	96.09%
CHEMBL2581	P07339	Cathepsin D	86.85%	98.95%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.86%	93.10%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	82.69%	80.00%
CHEMBL1951	P21397	Monoamine oxidase A	80.30%	91.49%

Plants that contains it

• Erythrina abyssinica

Cross-Links

• PubChem: 70678680
• NPASS: NPC148368
• LOTUS: LTS0007496
• wikiData: Q27133800