(+)-nigrosporione A

Details

• Internal ID: 58e5d1d0-6dec-49ad-a271-2e7a2d06739a
• Taxonomy: Organoheterocyclic compounds > Tetrahydrofurans
• IUPAC Name: (3S,3aS,6aS)-3-hydroxy-4-methoxy-6a-methyl-3,3a-dihydro-1H-cyclopenta[c]furan-6-one
• SMILES (Canonical): CC12COC(C1C(=CC2=O)OC)O
• SMILES (Isomeric): C[C@@]12CO[C@@H]([C@@H]1C(=CC2=O)OC)O
• InChI: InChI=1S/C9H12O4/c1-9-4-13-8(11)7(9)5(12-2)3-6(9)10/h3,7-8,11H,4H2,1-2H3/t7-,8-,9-/m0/s1
• InChI Key: PBCAFSVBCMHJCT-CIUDSAMLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₂O₄
• Molecular Weight: 184.19 g/mol
• Exact Mass: 184.07355886 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): 0.07
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9818	98.18%
Caco-2	+	0.5853	58.53%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6367	63.67%
OATP2B1 inhibitior	-	0.8499	84.99%
OATP1B1 inhibitior	+	0.9275	92.75%
OATP1B3 inhibitior	+	0.9515	95.15%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9408	94.08%
P-glycoprotein inhibitior	-	0.9388	93.88%
P-glycoprotein substrate	-	0.9272	92.72%
CYP3A4 substrate	+	0.5115	51.15%
CYP2C9 substrate	-	0.8097	80.97%
CYP2D6 substrate	-	0.8818	88.18%
CYP3A4 inhibition	-	0.8113	81.13%
CYP2C9 inhibition	-	0.7796	77.96%
CYP2C19 inhibition	-	0.8129	81.29%
CYP2D6 inhibition	-	0.9259	92.59%
CYP1A2 inhibition	-	0.6780	67.80%
CYP2C8 inhibition	-	0.9385	93.85%
CYP inhibitory promiscuity	-	0.7970	79.70%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4926	49.26%
Eye corrosion	-	0.9511	95.11%
Eye irritation	-	0.5993	59.93%
Skin irritation	-	0.7092	70.92%
Skin corrosion	-	0.9316	93.16%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8167	81.67%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.6440	64.40%
skin sensitisation	-	0.7628	76.28%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.5507	55.07%
Acute Oral Toxicity (c)	III	0.3600	36.00%
Estrogen receptor binding	-	0.6661	66.61%
Androgen receptor binding	-	0.5385	53.85%
Thyroid receptor binding	-	0.7364	73.64%
Glucocorticoid receptor binding	-	0.8661	86.61%
Aromatase binding	-	0.8325	83.25%
PPAR gamma	-	0.7300	73.00%
Honey bee toxicity	-	0.8168	81.68%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8513	85.13%

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	97.20%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.67%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.95%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.64%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.06%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.18%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.16%	96.77%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.20%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.96%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.58%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.95%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.72%	91.07%

Plants that contains it

• Artemisia monosperma

Cross-Links

• PubChem: 146684210
• LOTUS: LTS0116215
• wikiData: Q105233530