Modiolide A

Details

• Internal ID: e3c5a3e1-f9df-4abf-a087-47abbb34dbef
• Taxonomy: Organoheterocyclic compounds > Oxocins
• IUPAC Name: (2R,4S,5E,7R,8Z)-4,7-dihydroxy-2-methyl-2,3,4,7-tetrahydrooxecin-10-one
• InChI: InChI=1S/C10H14O4/c1-7-6-9(12)3-2-8(11)4-5-10(13)14-7/h2-5,7-9,11-12H,6H2,1H3/b3-2+,5-4-/t7-,8-,9-/m1/s1
• InChI Key: MKPZLFSGCUYQEY-JKPBTABPSA-N
• Popularity: 10 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄O₄
• Molecular Weight: 198.22 g/mol
• Exact Mass: 198.08920892 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.16
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• (2R,4S,5E,7R,8Z)-4,7-dihydroxy-2-methyl-2,3,4,7-tetrahydrooxecin-10-one
• 5,8-dihydroxy-10-methyl-5,8,9,10-tetrahydro-2H-oxecin-2-one
• CHEMBL517659
• SCHEMBL15516225
• CHEBI:190592

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9793	97.93%
Caco-2	+	0.6402	64.02%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5356	53.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9126	91.26%
OATP1B3 inhibitior	+	0.9756	97.56%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9559	95.59%
P-glycoprotein inhibitior	-	0.9845	98.45%
P-glycoprotein substrate	-	0.9420	94.20%
CYP3A4 substrate	-	0.5848	58.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8873	88.73%
CYP3A4 inhibition	-	0.8820	88.20%
CYP2C9 inhibition	-	0.9575	95.75%
CYP2C19 inhibition	-	0.9353	93.53%
CYP2D6 inhibition	-	0.9633	96.33%
CYP1A2 inhibition	-	0.8545	85.45%
CYP2C8 inhibition	-	0.9917	99.17%
CYP inhibitory promiscuity	-	0.9762	97.62%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8128	81.28%
Carcinogenicity (trinary)	Non-required	0.5309	53.09%
Eye corrosion	-	0.6931	69.31%
Eye irritation	-	0.7994	79.94%
Skin irritation	+	0.5263	52.63%
Skin corrosion	-	0.6270	62.70%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7465	74.65%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.5092	50.92%
skin sensitisation	-	0.7932	79.32%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.6284	62.84%
Acute Oral Toxicity (c)	III	0.5292	52.92%
Estrogen receptor binding	-	0.7415	74.15%
Androgen receptor binding	-	0.8087	80.87%
Thyroid receptor binding	-	0.7860	78.60%
Glucocorticoid receptor binding	-	0.4761	47.61%
Aromatase binding	-	0.8364	83.64%
PPAR gamma	-	0.8567	85.67%
Honey bee toxicity	-	0.8964	89.64%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	-	0.5758	57.58%

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	90.01%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.87%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.81%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.61%	96.09%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	83.50%	87.67%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.47%	97.09%
CHEMBL2581	P07339	Cathepsin D	82.85%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.87%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.85%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.62%	100.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.25%	86.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.21%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 643697
• LOTUS: LTS0173375
• wikiData: Q77378339