5,7-Dihydroxy-6-(3-hydroxy-3-methylbutyl)-8-(3-methylbut-2-enyl)chromen-4-one

Details

• Internal ID: fd41a7af-1e48-4d8d-bc11-99e4ef87e579
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 5,7-dihydroxy-6-(3-hydroxy-3-methylbutyl)-8-(3-methylbut-2-enyl)chromen-4-one
• SMILES (Canonical): CC(=CCC1=C2C(=C(C(=C1O)CCC(C)(C)O)O)C(=O)C=CO2)C
• SMILES (Isomeric): CC(=CCC1=C2C(=C(C(=C1O)CCC(C)(C)O)O)C(=O)C=CO2)C
• InChI: InChI=1S/C19H24O5/c1-11(2)5-6-13-16(21)12(7-9-19(3,4)23)17(22)15-14(20)8-10-24-18(13)15/h5,8,10,21-23H,6-7,9H2,1-4H3
• InChI Key: WORZAOROCNGKIN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₅
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.16237386 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.42
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9852	98.52%
Caco-2	+	0.6204	62.04%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6989	69.89%
OATP2B1 inhibitior	-	0.7039	70.39%
OATP1B1 inhibitior	+	0.8516	85.16%
OATP1B3 inhibitior	+	0.9377	93.77%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.5510	55.10%
P-glycoprotein inhibitior	-	0.7543	75.43%
P-glycoprotein substrate	-	0.7551	75.51%
CYP3A4 substrate	+	0.5141	51.41%
CYP2C9 substrate	-	0.5826	58.26%
CYP2D6 substrate	-	0.8403	84.03%
CYP3A4 inhibition	-	0.5464	54.64%
CYP2C9 inhibition	-	0.6470	64.70%
CYP2C19 inhibition	+	0.5397	53.97%
CYP2D6 inhibition	-	0.8043	80.43%
CYP1A2 inhibition	+	0.6641	66.41%
CYP2C8 inhibition	-	0.6651	66.51%
CYP inhibitory promiscuity	+	0.5157	51.57%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7041	70.41%
Eye corrosion	-	0.9927	99.27%
Eye irritation	+	0.7655	76.55%
Skin irritation	-	0.7026	70.26%
Skin corrosion	-	0.9245	92.45%
Ames mutagenesis	+	0.6836	68.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.4196	41.96%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.6218	62.18%
skin sensitisation	-	0.7488	74.88%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.6811	68.11%
Acute Oral Toxicity (c)	III	0.3976	39.76%
Estrogen receptor binding	+	0.8637	86.37%
Androgen receptor binding	+	0.6371	63.71%
Thyroid receptor binding	+	0.6057	60.57%
Glucocorticoid receptor binding	+	0.7866	78.66%
Aromatase binding	+	0.5941	59.41%
PPAR gamma	+	0.9251	92.51%
Honey bee toxicity	-	0.8695	86.95%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9910	99.10%

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	98.79%	91.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	97.57%	89.34%
CHEMBL2581	P07339	Cathepsin D	97.12%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	95.73%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	91.51%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.76%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.92%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.58%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.55%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.77%	86.92%

Plants that contains it

• Eriosema tuberosum

Cross-Links

• PubChem: 10806477
• LOTUS: LTS0241458
• wikiData: Q105309661