6-Hydroxy-7-[(6-hydroxy-3,4,5-trimethyl-8-oxo-3,4-dihydroisochromen-7-yl)methyl]-3,4,5-trimethyl-3,4-dihydroisochromen-8-one

Details

• Internal ID: 8a406890-bb0c-4a31-9717-4c346f37c494
• Taxonomy: Organoheterocyclic compounds > Benzopyrans
• IUPAC Name: 6-hydroxy-7-[(6-hydroxy-3,4,5-trimethyl-8-oxo-3,4-dihydroisochromen-7-yl)methyl]-3,4,5-trimethyl-3,4-dihydroisochromen-8-one
• SMILES (Canonical): CC1C(OC=C2C1=C(C(=C(C2=O)CC3=C(C(=C4C(C(OC=C4C3=O)C)C)C)O)O)C)C
• SMILES (Isomeric): CC1C(OC=C2C1=C(C(=C(C2=O)CC3=C(C(=C4C(C(OC=C4C3=O)C)C)C)O)O)C)C
• InChI: InChI=1S/C25H28O6/c1-10-14(5)30-8-18-20(10)12(3)22(26)16(24(18)28)7-17-23(27)13(4)21-11(2)15(6)31-9-19(21)25(17)29/h8-11,14-15,26-27H,7H2,1-6H3
• InChI Key: ANUXSVFRJVLLSU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₈O₆
• Molecular Weight: 424.50 g/mol
• Exact Mass: 424.18858861 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 4.68
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9760	97.60%
Caco-2	-	0.5880	58.80%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7914	79.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.3295	32.95%
OATP1B3 inhibitior	+	0.9422	94.22%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7003	70.03%
P-glycoprotein inhibitior	+	0.6098	60.98%
P-glycoprotein substrate	-	0.9044	90.44%
CYP3A4 substrate	-	0.5411	54.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8733	87.33%
CYP3A4 inhibition	-	0.7462	74.62%
CYP2C9 inhibition	-	0.5283	52.83%
CYP2C19 inhibition	-	0.8372	83.72%
CYP2D6 inhibition	-	0.9203	92.03%
CYP1A2 inhibition	-	0.7367	73.67%
CYP2C8 inhibition	-	0.9363	93.63%
CYP inhibitory promiscuity	-	0.6311	63.11%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9313	93.13%
Carcinogenicity (trinary)	Danger	0.5733	57.33%
Eye corrosion	-	0.9788	97.88%
Eye irritation	-	0.8121	81.21%
Skin irritation	-	0.5274	52.74%
Skin corrosion	-	0.9371	93.71%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7296	72.96%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	+	0.7051	70.51%
skin sensitisation	-	0.7342	73.42%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.5633	56.33%
Acute Oral Toxicity (c)	III	0.4520	45.20%
Estrogen receptor binding	+	0.7353	73.53%
Androgen receptor binding	+	0.7013	70.13%
Thyroid receptor binding	+	0.5184	51.84%
Glucocorticoid receptor binding	+	0.6662	66.62%
Aromatase binding	-	0.6519	65.19%
PPAR gamma	+	0.5467	54.67%
Honey bee toxicity	-	0.9092	90.92%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.8796	87.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3401	O75469	Pregnane X receptor	90.88%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	90.48%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.21%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.68%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.82%	99.23%
CHEMBL2581	P07339	Cathepsin D	84.08%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.42%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 75582875
• LOTUS: LTS0237095
• wikiData: Q103816272