Chaetophenol B

Details

• Internal ID: 71880b18-8e1a-4b53-8176-2f4d923ce7cd
• Taxonomy: Organoheterocyclic compounds > Azaphilones
• IUPAC Name: 3,7-dimethyl-5-(3-methylbut-2-enyl)-1H-isochromene-6,8-diol
• SMILES (Canonical): CC1=CC2=C(CO1)C(=C(C(=C2CC=C(C)C)O)C)O
• SMILES (Isomeric): CC1=CC2=C(CO1)C(=C(C(=C2CC=C(C)C)O)C)O
• InChI: InChI=1S/C16H20O3/c1-9(2)5-6-12-13-7-10(3)19-8-14(13)16(18)11(4)15(12)17/h5,7,17-18H,6,8H2,1-4H3
• InChI Key: GLAUCFARDHBBTA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₃
• Molecular Weight: 260.33 g/mol
• Exact Mass: 260.14124450 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.81
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• DTXSID101043577
• 1443991-04-5

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9913	99.13%
Caco-2	+	0.6755	67.55%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7275	72.75%
OATP2B1 inhibitior	-	0.7130	71.30%
OATP1B1 inhibitior	+	0.8576	85.76%
OATP1B3 inhibitior	+	0.9420	94.20%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6674	66.74%
P-glycoprotein inhibitior	-	0.8819	88.19%
P-glycoprotein substrate	-	0.7866	78.66%
CYP3A4 substrate	-	0.5569	55.69%
CYP2C9 substrate	-	0.5969	59.69%
CYP2D6 substrate	+	0.3535	35.35%
CYP3A4 inhibition	-	0.8158	81.58%
CYP2C9 inhibition	+	0.6826	68.26%
CYP2C19 inhibition	+	0.8304	83.04%
CYP2D6 inhibition	-	0.7205	72.05%
CYP1A2 inhibition	+	0.9127	91.27%
CYP2C8 inhibition	-	0.8012	80.12%
CYP inhibitory promiscuity	+	0.8626	86.26%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7535	75.35%
Eye corrosion	-	0.9855	98.55%
Eye irritation	+	0.8688	86.88%
Skin irritation	-	0.7667	76.67%
Skin corrosion	-	0.9277	92.77%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4378	43.78%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.6448	64.48%
skin sensitisation	-	0.6270	62.70%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7609	76.09%
Acute Oral Toxicity (c)	III	0.6811	68.11%
Estrogen receptor binding	+	0.7225	72.25%
Androgen receptor binding	+	0.6268	62.68%
Thyroid receptor binding	-	0.5333	53.33%
Glucocorticoid receptor binding	+	0.6218	62.18%
Aromatase binding	+	0.5361	53.61%
PPAR gamma	+	0.8108	81.08%
Honey bee toxicity	-	0.9119	91.19%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9847	98.47%

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	97.29%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	93.28%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	90.21%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.54%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.28%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	85.23%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.20%	86.33%
CHEMBL2581	P07339	Cathepsin D	83.57%	98.95%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.02%	90.24%
CHEMBL4208	P20618	Proteasome component C5	81.59%	90.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	81.04%	83.57%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.50%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102137545
• LOTUS: LTS0257194
• wikiData: Q77278521