Nigrosporione B

Details

• Internal ID: f21758c0-630b-421f-917c-fa1c23494ed6
• Taxonomy: Organic acids and derivatives > Vinylogous esters
• IUPAC Name: (4R,5R)-4,5-bis(hydroxymethyl)-3-methoxy-5-methylcyclopent-2-en-1-one
• SMILES (Canonical): CC1(C(C(=CC1=O)OC)CO)CO
• SMILES (Isomeric): C[C@@]1([C@@H](C(=CC1=O)OC)CO)CO
• InChI: InChI=1S/C9H14O4/c1-9(5-11)6(4-10)7(13-2)3-8(9)12/h3,6,10-11H,4-5H2,1-2H3/t6-,9+/m1/s1
• InChI Key: MSZSQOJGELKKNS-MUWHJKNJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₄O₄
• Molecular Weight: 186.20 g/mol
• Exact Mass: 186.08920892 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.29
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• (4R,5R)-4,5-bis(hydroxymethyl)-3-methoxy-5-methylcyclopent-2-en-1-one
• RefChem:165890
• CHEBI:216855

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9423	94.23%
Caco-2	+	0.5715	57.15%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7237	72.37%
OATP2B1 inhibitior	-	0.8409	84.09%
OATP1B1 inhibitior	+	0.9229	92.29%
OATP1B3 inhibitior	+	0.9460	94.60%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8843	88.43%
BSEP inhibitior	-	0.9103	91.03%
P-glycoprotein inhibitior	-	0.9658	96.58%
P-glycoprotein substrate	-	0.8785	87.85%
CYP3A4 substrate	-	0.5447	54.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8893	88.93%
CYP3A4 inhibition	-	0.9136	91.36%
CYP2C9 inhibition	-	0.8399	83.99%
CYP2C19 inhibition	-	0.7744	77.44%
CYP2D6 inhibition	-	0.8966	89.66%
CYP1A2 inhibition	-	0.7568	75.68%
CYP2C8 inhibition	-	0.9468	94.68%
CYP inhibitory promiscuity	-	0.8224	82.24%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.7750	77.50%
Carcinogenicity (trinary)	Non-required	0.6446	64.46%
Eye corrosion	-	0.9726	97.26%
Eye irritation	-	0.5264	52.64%
Skin irritation	-	0.7188	71.88%
Skin corrosion	-	0.9617	96.17%
Ames mutagenesis	-	0.6028	60.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.7391	73.91%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5620	56.20%
skin sensitisation	-	0.7398	73.98%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.6372	63.72%
Acute Oral Toxicity (c)	III	0.5969	59.69%
Estrogen receptor binding	-	0.8362	83.62%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.7860	78.60%
Glucocorticoid receptor binding	-	0.7627	76.27%
Aromatase binding	-	0.8554	85.54%
PPAR gamma	-	0.7344	73.44%
Honey bee toxicity	-	0.8990	89.90%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9073	90.73%

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	97.36%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.08%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.58%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.12%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.68%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.20%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.91%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.05%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	80.58%	94.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684212
• LOTUS: LTS0009820
• wikiData: Q105171556