Myrothecol

Details

• Internal ID: 43b1ea61-bebc-44fb-81b3-3b1a55f162dc
• Taxonomy: Organoheterocyclic compounds > Isocoumarans
• IUPAC Name: (1S)-1-[4-(hydroxymethyl)-3,5-dimethylfuran-2-yl]-7-methoxy-1,3-dihydro-2-benzofuran-5-ol
• InChI: InChI=1S/C16H18O5/c1-8-12(6-17)9(2)21-15(8)16-14-10(7-20-16)4-11(18)5-13(14)19-3/h4-5,16-18H,6-7H2,1-3H3/t16-/m0/s1
• InChI Key: MQZZMIANZWDRAS-INIZCTEOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₅
• Molecular Weight: 290.31 g/mol
• Exact Mass: 290.11542367 g/mol
• Topological Polar Surface Area (TPSA): 72.10 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.72
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9554	95.54%
Caco-2	+	0.8496	84.96%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6952	69.52%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.8600	86.00%
OATP1B3 inhibitior	+	0.9340	93.40%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5672	56.72%
P-glycoprotein inhibitior	-	0.7698	76.98%
P-glycoprotein substrate	-	0.6086	60.86%
CYP3A4 substrate	+	0.5802	58.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6828	68.28%
CYP3A4 inhibition	-	0.8116	81.16%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.8947	89.47%
CYP1A2 inhibition	-	0.6512	65.12%
CYP2C8 inhibition	+	0.6101	61.01%
CYP inhibitory promiscuity	+	0.7234	72.34%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9008	90.08%
Carcinogenicity (trinary)	Non-required	0.5323	53.23%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.6955	69.55%
Skin irritation	-	0.7856	78.56%
Skin corrosion	-	0.9520	95.20%
Ames mutagenesis	+	0.5146	51.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.7307	73.07%
Micronuclear	-	0.5119	51.19%
Hepatotoxicity	-	0.5778	57.78%
skin sensitisation	-	0.8092	80.92%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8816	88.16%
Acute Oral Toxicity (c)	III	0.6666	66.66%
Estrogen receptor binding	+	0.6601	66.01%
Androgen receptor binding	+	0.7116	71.16%
Thyroid receptor binding	-	0.4916	49.16%
Glucocorticoid receptor binding	+	0.6512	65.12%
Aromatase binding	+	0.5593	55.93%
PPAR gamma	+	0.7148	71.48%
Honey bee toxicity	-	0.8878	88.78%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8238	82.38%

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	97.79%	91.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.78%	93.99%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	92.69%	89.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.72%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.69%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.52%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.42%	96.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.04%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.02%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.92%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.31%	97.09%
CHEMBL2581	P07339	Cathepsin D	82.53%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.41%	92.62%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.79%	96.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.10%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.11%	94.45%
CHEMBL4208	P20618	Proteasome component C5	80.01%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139587165
• LOTUS: LTS0150862
• wikiData: Q77559474