Nodulisporacid A

Details

• Internal ID: 9dbd75ee-4076-41ea-8603-abd0451a1732
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 2-[(2R,4Z)-4-[(5R)-5-methyl-5-[(2R)-2-methylbutyl]furan-2-ylidene]-3,5-dioxooxolan-2-yl]acetic acid
• SMILES (Canonical): CCC(C)CC1(C=CC(=C2C(=O)C(OC2=O)CC(=O)O)O1)C
• SMILES (Isomeric): CC[C@@H](C)C[C@@]1(C=C/C(=C/2\C(=O)[C@H](OC2=O)CC(=O)O)/O1)C
• InChI: InChI=1S/C16H20O6/c1-4-9(2)8-16(3)6-5-10(22-16)13-14(19)11(7-12(17)18)21-15(13)20/h5-6,9,11H,4,7-8H2,1-3H3,(H,17,18)/b13-10-/t9-,11-,16+/m1/s1
• InChI Key: PJLKMFDHUJBABS-LINSJVKWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₆
• Molecular Weight: 308.33 g/mol
• Exact Mass: 308.12598835 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 1.99
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• CHEMBL3358709
• 2-[(2R,4Z)-4-[(5R)-5-methyl-5-[(2R)-2-methylbutyl]-2-furylidene]-3,5-dioxo-tetrahydrofuran-2-yl]acetic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9845	98.45%
Caco-2	-	0.5794	57.94%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5923	59.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8103	81.03%
OATP1B3 inhibitior	+	0.8855	88.55%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6089	60.89%
P-glycoprotein inhibitior	-	0.8614	86.14%
P-glycoprotein substrate	-	0.7180	71.80%
CYP3A4 substrate	+	0.5435	54.35%
CYP2C9 substrate	-	0.7763	77.63%
CYP2D6 substrate	-	0.9064	90.64%
CYP3A4 inhibition	-	0.8070	80.70%
CYP2C9 inhibition	-	0.8533	85.33%
CYP2C19 inhibition	-	0.8372	83.72%
CYP2D6 inhibition	-	0.9566	95.66%
CYP1A2 inhibition	-	0.8621	86.21%
CYP2C8 inhibition	-	0.7488	74.88%
CYP inhibitory promiscuity	-	0.9287	92.87%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.4233	42.33%
Eye corrosion	-	0.9780	97.80%
Eye irritation	-	0.8851	88.51%
Skin irritation	+	0.4940	49.40%
Skin corrosion	-	0.8707	87.07%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8070	80.70%
Micronuclear	-	0.6641	66.41%
Hepatotoxicity	+	0.5569	55.69%
skin sensitisation	-	0.6835	68.35%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7362	73.62%
Acute Oral Toxicity (c)	III	0.6176	61.76%
Estrogen receptor binding	+	0.7182	71.82%
Androgen receptor binding	+	0.6702	67.02%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7698	76.98%
Aromatase binding	+	0.5730	57.30%
PPAR gamma	+	0.7338	73.38%
Honey bee toxicity	-	0.9456	94.56%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9079	90.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.58%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.00%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.61%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.11%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.63%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	89.89%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.43%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.19%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.65%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.74%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	82.62%	94.73%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.13%	97.25%
CHEMBL4208	P20618	Proteasome component C5	81.08%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101510507
• LOTUS: LTS0199728
• wikiData: Q77490361