5-[(7,8-dihydroxy-3,7-dimethyl-6-oxo-8H-isochromen-5-yl)methyl]-7,8-dihydroxy-3,7-dimethyl-8H-isochromen-6-one

Details

• Internal ID: 0bc2fa9e-a428-49fc-884d-c21e6d7397fa
• Taxonomy: Organoheterocyclic compounds > Azaphilones
• IUPAC Name: 5-[(7,8-dihydroxy-3,7-dimethyl-6-oxo-8H-isochromen-5-yl)methyl]-7,8-dihydroxy-3,7-dimethyl-8H-isochromen-6-one
• SMILES (Canonical): CC1=CC2=C(C(=O)C(C(C2=CO1)O)(C)O)CC3=C4C=C(OC=C4C(C(C3=O)(C)O)O)C
• SMILES (Isomeric): CC1=CC2=C(C(=O)C(C(C2=CO1)O)(C)O)CC3=C4C=C(OC=C4C(C(C3=O)(C)O)O)C
• InChI: InChI=1S/C23H24O8/c1-10-5-12-14(18(24)22(3,28)20(26)16(12)8-30-10)7-15-13-6-11(2)31-9-17(13)21(27)23(4,29)19(15)25/h5-6,8-9,20-21,26-29H,7H2,1-4H3
• InChI Key: NUEAJZBUQLVGMV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₄O₈
• Molecular Weight: 428.40 g/mol
• Exact Mass: 428.14711772 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): 0.99
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8878	88.78%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7300	73.00%
OATP2B1 inhibitior	-	0.5700	57.00%
OATP1B1 inhibitior	+	0.8559	85.59%
OATP1B3 inhibitior	+	0.9616	96.16%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.4558	45.58%
P-glycoprotein inhibitior	+	0.5996	59.96%
P-glycoprotein substrate	-	0.8488	84.88%
CYP3A4 substrate	+	0.5592	55.92%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.8424	84.24%
CYP3A4 inhibition	-	0.7941	79.41%
CYP2C9 inhibition	-	0.6964	69.64%
CYP2C19 inhibition	-	0.8450	84.50%
CYP2D6 inhibition	-	0.9194	91.94%
CYP1A2 inhibition	-	0.8214	82.14%
CYP2C8 inhibition	-	0.8579	85.79%
CYP inhibitory promiscuity	-	0.7334	73.34%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Danger	0.4899	48.99%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.7603	76.03%
Skin irritation	-	0.5321	53.21%
Skin corrosion	-	0.9073	90.73%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6575	65.75%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.7415	74.15%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.4868	48.68%
Acute Oral Toxicity (c)	III	0.5001	50.01%
Estrogen receptor binding	+	0.8589	85.89%
Androgen receptor binding	+	0.6144	61.44%
Thyroid receptor binding	+	0.5850	58.50%
Glucocorticoid receptor binding	+	0.7018	70.18%
Aromatase binding	+	0.6545	65.45%
PPAR gamma	+	0.7384	73.84%
Honey bee toxicity	-	0.8500	85.00%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.8581	85.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.54%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	93.13%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.06%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.22%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.59%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	85.23%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.40%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	83.34%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.49%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.94%	97.25%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163065243
• LOTUS: LTS0221693
• wikiData: Q104180023