Aspergione B

Details

• Internal ID: dd1561a0-e55a-4407-9dfa-56d1bddd26d5
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 10-hydroxy-2,3,8-trimethyl-8,10-dihydro-7H-pyrano[4,3-h]chromen-4-one
• SMILES (Canonical): CC1CC2=C(C(O1)O)C3=C(C=C2)C(=O)C(=C(O3)C)C
• SMILES (Isomeric): CC1CC2=C(C(O1)O)C3=C(C=C2)C(=O)C(=C(O3)C)C
• InChI: InChI=1S/C15H16O4/c1-7-6-10-4-5-11-13(16)8(2)9(3)19-14(11)12(10)15(17)18-7/h4-5,7,15,17H,6H2,1-3H3
• InChI Key: LKSUTKLZDIWZPN-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₄
• Molecular Weight: 260.28 g/mol
• Exact Mass: 260.10485899 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.36
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 10-hydroxy-2,3,8-trimethyl-8,10-dihydro-7H-pyrano[4,3-h]chromen-4-one
• 10-hydroxy-2,3,8-trimethyl-8,10-dihydro-7H-pyrano(4,3-h)chromen-4-one
• RefChem:114875
• 2,8,9-trimethylpyrano(4,3-f)chromene-4,10-dione
• 736988-36-6
• CHEBI:219166

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9499	94.99%
Caco-2	+	0.6953	69.53%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6886	68.86%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8971	89.71%
OATP1B3 inhibitior	+	0.9664	96.64%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6675	66.75%
P-glycoprotein inhibitior	-	0.8360	83.60%
P-glycoprotein substrate	-	0.7433	74.33%
CYP3A4 substrate	+	0.5143	51.43%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	-	0.8335	83.35%
CYP3A4 inhibition	-	0.8927	89.27%
CYP2C9 inhibition	-	0.7447	74.47%
CYP2C19 inhibition	-	0.8954	89.54%
CYP2D6 inhibition	-	0.9126	91.26%
CYP1A2 inhibition	+	0.5993	59.93%
CYP2C8 inhibition	-	0.9239	92.39%
CYP inhibitory promiscuity	-	0.8944	89.44%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9713	97.13%
Carcinogenicity (trinary)	Non-required	0.5302	53.02%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.7874	78.74%
Skin irritation	-	0.6629	66.29%
Skin corrosion	-	0.9675	96.75%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6436	64.36%
Micronuclear	+	0.6559	65.59%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.8709	87.09%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.8120	81.20%
Acute Oral Toxicity (c)	I	0.5370	53.70%
Estrogen receptor binding	+	0.6652	66.52%
Androgen receptor binding	+	0.5432	54.32%
Thyroid receptor binding	-	0.6575	65.75%
Glucocorticoid receptor binding	-	0.5374	53.74%
Aromatase binding	+	0.6738	67.38%
PPAR gamma	+	0.6494	64.94%
Honey bee toxicity	-	0.9383	93.83%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9574	95.74%

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	96.92%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.85%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.28%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.50%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	85.35%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.23%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.00%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.20%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.40%	100.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.57%	93.99%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11065168
• LOTUS: LTS0049108
• wikiData: Q105153262