2,3-Dihydro-5,7-dihydroxy-2,6-dimethyl-8-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one

Details

• Internal ID: 7e05f833-d83d-4288-a593-14d05fc6f6b8
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 5,7-dihydroxy-2,6-dimethyl-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC1CC(=O)C2=C(C(=C(C(=C2O1)CC=C(C)C)O)C)O
• SMILES (Isomeric): CC1CC(=O)C2=C(C(=C(C(=C2O1)CC=C(C)C)O)C)O
• InChI: InChI=1S/C16H20O4/c1-8(2)5-6-11-14(18)10(4)15(19)13-12(17)7-9(3)20-16(11)13/h5,9,18-19H,6-7H2,1-4H3
• InChI Key: AYZIOXCAUZYPGY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₄
• Molecular Weight: 276.33 g/mol
• Exact Mass: 276.13615911 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.27
• H-Bond Acceptor: 4
• 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	+	0.9831	98.31%
Caco-2	+	0.8222	82.22%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6112	61.12%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.8155	81.55%
OATP1B3 inhibitior	+	0.9548	95.48%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7489	74.89%
P-glycoprotein inhibitior	-	0.8778	87.78%
P-glycoprotein substrate	-	0.8435	84.35%
CYP3A4 substrate	+	0.5090	50.90%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.7912	79.12%
CYP3A4 inhibition	-	0.5353	53.53%
CYP2C9 inhibition	+	0.7838	78.38%
CYP2C19 inhibition	+	0.7568	75.68%
CYP2D6 inhibition	-	0.5662	56.62%
CYP1A2 inhibition	+	0.9151	91.51%
CYP2C8 inhibition	-	0.8942	89.42%
CYP inhibitory promiscuity	+	0.8204	82.04%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6789	67.89%
Eye corrosion	-	0.9901	99.01%
Eye irritation	+	0.8316	83.16%
Skin irritation	-	0.6987	69.87%
Skin corrosion	-	0.9245	92.45%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.6416	64.16%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.6905	69.05%
Acute Oral Toxicity (c)	III	0.4717	47.17%
Estrogen receptor binding	+	0.7566	75.66%
Androgen receptor binding	+	0.5893	58.93%
Thyroid receptor binding	+	0.5572	55.72%
Glucocorticoid receptor binding	+	0.7209	72.09%
Aromatase binding	-	0.6398	63.98%
PPAR gamma	+	0.8796	87.96%
Honey bee toxicity	-	0.8783	87.83%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9871	98.71%

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	96.72%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.16%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	92.15%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	89.93%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.12%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.13%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.36%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	82.34%	91.49%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.83%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.56%	94.45%

Plants that contains it

• Conioselinum anthriscoides
• Mallotus apelta

Cross-Links

• PubChem: 5316705
• NPASS: NPC305229
• LOTUS: LTS0201268
• wikiData: Q104921531