6-Hydroxy-7-[(4-hydroxy-5,6-dimethyl-2-oxopyran-3-yl)methyl]-3,4,5-trimethyl-3,4-dihydroisochromen-8-one

Details

• Internal ID: 978c2fce-42a6-4b3a-95fb-3148cfc3a0a1
• Taxonomy: Organoheterocyclic compounds > Benzopyrans
• IUPAC Name: 6-hydroxy-7-[(4-hydroxy-5,6-dimethyl-2-oxopyran-3-yl)methyl]-3,4,5-trimethyl-3,4-dihydroisochromen-8-one
• SMILES (Canonical): CC1C(OC=C2C1=C(C(=C(C2=O)CC3=C(C(=C(OC3=O)C)C)O)O)C)C
• SMILES (Isomeric): CC1C(OC=C2C1=C(C(=C(C2=O)CC3=C(C(=C(OC3=O)C)C)O)O)C)C
• InChI: InChI=1S/C20H22O6/c1-8-11(4)25-7-15-16(8)10(3)18(22)13(19(15)23)6-14-17(21)9(2)12(5)26-20(14)24/h7-8,11,21-22H,6H2,1-5H3
• InChI Key: QVWPVQXEWODGHP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₆
• Molecular Weight: 358.40 g/mol
• Exact Mass: 358.14163842 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 3.15
• 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	+	0.9763	97.63%
Caco-2	+	0.6044	60.44%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8207	82.07%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.4561	45.61%
OATP1B3 inhibitior	+	0.8707	87.07%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6469	64.69%
P-glycoprotein inhibitior	-	0.7212	72.12%
P-glycoprotein substrate	-	0.7623	76.23%
CYP3A4 substrate	+	0.5731	57.31%
CYP2C9 substrate	+	0.8349	83.49%
CYP2D6 substrate	-	0.8805	88.05%
CYP3A4 inhibition	-	0.8822	88.22%
CYP2C9 inhibition	+	0.8592	85.92%
CYP2C19 inhibition	-	0.6782	67.82%
CYP2D6 inhibition	-	0.9267	92.67%
CYP1A2 inhibition	-	0.6842	68.42%
CYP2C8 inhibition	-	0.6905	69.05%
CYP inhibitory promiscuity	-	0.5270	52.70%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9631	96.31%
Carcinogenicity (trinary)	Danger	0.5628	56.28%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.7715	77.15%
Skin irritation	-	0.6129	61.29%
Skin corrosion	-	0.9456	94.56%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6537	65.37%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.6899	68.99%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7741	77.41%
Acute Oral Toxicity (c)	III	0.4036	40.36%
Estrogen receptor binding	+	0.6625	66.25%
Androgen receptor binding	+	0.7218	72.18%
Thyroid receptor binding	+	0.5454	54.54%
Glucocorticoid receptor binding	+	0.7260	72.60%
Aromatase binding	-	0.5816	58.16%
PPAR gamma	+	0.6579	65.79%
Honey bee toxicity	-	0.8918	89.18%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9868	98.68%

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	94.58%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	93.43%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.27%	89.34%
CHEMBL1951	P21397	Monoamine oxidase A	90.08%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.44%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.08%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.92%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.84%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.04%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.24%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162815537
• LOTUS: LTS0263682
• wikiData: Q104196265