Asperochrin F

Details

• Internal ID: 5de4e933-d509-41ca-a11d-0e494e96603d
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: (3R,4S)-4,7,8-trihydroxy-3-methyl-3,4-dihydroisochromen-1-one
• SMILES (Canonical): CC1C(C2=C(C(=C(C=C2)O)O)C(=O)O1)O
• SMILES (Isomeric): C[C@@H]1[C@H](C2=C(C(=C(C=C2)O)O)C(=O)O1)O
• InChI: InChI=1S/C10H10O5/c1-4-8(12)5-2-3-6(11)9(13)7(5)10(14)15-4/h2-4,8,11-13H,1H3/t4-,8-/m1/s1
• InChI Key: AWJLARVNMUSPPN-SPGJFGJESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₀O₅
• Molecular Weight: 210.18 g/mol
• Exact Mass: 210.05282342 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.69
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

• (3R,4S)-4,7,8-trihydroxy-3-methyl-3,4-dihydroisochromen-1-one
• RefChem:115002
• CHEBI:205871

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9322	93.22%
Caco-2	-	0.8773	87.73%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7261	72.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8907	89.07%
OATP1B3 inhibitior	+	0.9887	98.87%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9845	98.45%
P-glycoprotein inhibitior	-	0.9662	96.62%
P-glycoprotein substrate	-	0.9274	92.74%
CYP3A4 substrate	-	0.5530	55.30%
CYP2C9 substrate	-	0.5879	58.79%
CYP2D6 substrate	-	0.8518	85.18%
CYP3A4 inhibition	-	0.9046	90.46%
CYP2C9 inhibition	-	0.9098	90.98%
CYP2C19 inhibition	-	0.9485	94.85%
CYP2D6 inhibition	-	0.9639	96.39%
CYP1A2 inhibition	+	0.8564	85.64%
CYP2C8 inhibition	-	0.8801	88.01%
CYP inhibitory promiscuity	-	0.8494	84.94%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6263	62.63%
Eye corrosion	-	0.9618	96.18%
Eye irritation	+	0.5328	53.28%
Skin irritation	+	0.6473	64.73%
Skin corrosion	-	0.9014	90.14%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8128	81.28%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	+	0.6681	66.81%
skin sensitisation	-	0.7520	75.20%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6149	61.49%
Acute Oral Toxicity (c)	III	0.5030	50.30%
Estrogen receptor binding	-	0.6117	61.17%
Androgen receptor binding	+	0.5715	57.15%
Thyroid receptor binding	-	0.6306	63.06%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.8525	85.25%
PPAR gamma	-	0.6675	66.75%
Honey bee toxicity	-	0.9487	94.87%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8942	89.42%

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	97.23%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.77%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.21%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.01%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.26%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.24%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.86%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.55%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	85.24%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.17%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.09%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682589
• LOTUS: LTS0119684
• wikiData: Q104920074