11-Epi-Chaetomugilin I

Details

• Internal ID: 3b577074-7496-4ea6-ada1-7dd5c9f1777f
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (7S,8S)-5-chloro-7-hydroxy-3-[(E,3S,4R)-4-hydroxy-3-methylpent-1-enyl]-7-methyl-8-[(E)-3-methyl-2-oxopent-3-enyl]-8H-isochromen-6-one
• InChI: InChI=1S/C22H27ClO5/c1-6-12(2)19(25)10-18-17-11-28-15(8-7-13(3)14(4)24)9-16(17)20(23)21(26)22(18,5)27/h6-9,11,13-14,18,24,27H,10H2,1-5H3/b8-7+,12-6+/t13-,14+,18-,22-/m0/s1
• InChI Key: BYFBAJVBSPNIFS-FLPRNSHASA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₇ClO₅
• Molecular Weight: 406.90 g/mol
• Exact Mass: 406.1547017 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.73
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

• CHEMBL1797232
• HY-N10206
• CS-0372707

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9889	98.89%
Caco-2	+	0.7005	70.05%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7456	74.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7729	77.29%
OATP1B3 inhibitior	+	0.9179	91.79%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8954	89.54%
P-glycoprotein inhibitior	-	0.5996	59.96%
P-glycoprotein substrate	-	0.6072	60.72%
CYP3A4 substrate	+	0.6520	65.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8790	87.90%
CYP3A4 inhibition	-	0.7975	79.75%
CYP2C9 inhibition	-	0.7842	78.42%
CYP2C19 inhibition	-	0.7919	79.19%
CYP2D6 inhibition	-	0.8776	87.76%
CYP1A2 inhibition	-	0.8389	83.89%
CYP2C8 inhibition	+	0.4615	46.15%
CYP inhibitory promiscuity	-	0.7023	70.23%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8521	85.21%
Carcinogenicity (trinary)	Non-required	0.4875	48.75%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.9820	98.20%
Skin irritation	-	0.5614	56.14%
Skin corrosion	-	0.8907	89.07%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4286	42.86%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.6534	65.34%
skin sensitisation	-	0.7142	71.42%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.8201	82.01%
Acute Oral Toxicity (c)	III	0.5898	58.98%
Estrogen receptor binding	+	0.8069	80.69%
Androgen receptor binding	+	0.6454	64.54%
Thyroid receptor binding	+	0.6577	65.77%
Glucocorticoid receptor binding	+	0.6443	64.43%
Aromatase binding	+	0.5883	58.83%
PPAR gamma	+	0.8288	82.88%
Honey bee toxicity	-	0.7993	79.93%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5927	59.27%
Fish aquatic toxicity	+	0.9554	95.54%

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	98.13%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.02%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.97%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.98%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.46%	97.25%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.21%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	89.88%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.75%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.86%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.30%	96.61%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	84.13%	92.29%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.74%	89.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.96%	92.88%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.04%	91.24%

Plants that contains it

• Vernonanthura pinguis

Cross-Links

• PubChem: 53358201
• LOTUS: LTS0257061
• wikiData: Q105292396