Nectriatone A

Details

• Internal ID: bcbc2594-9883-4b32-9797-536224fb37f0
• Taxonomy: Organoheterocyclic compounds > Benzopyrans
• IUPAC Name: (3S,4aS)-3-[(3R)-3-ethenyl-3-methyl-6-oxocyclohexen-1-yl]-5,5-dimethyl-1,4a,6,7-tetrahydroisochromen-4-one
• SMILES (Canonical): CC1(CCC=C2C1C(=O)C(OC2)C3=CC(CCC3=O)(C)C=C)C
• SMILES (Isomeric): C[C@@]1(CCC(=O)C(=C1)[C@H]2C(=O)[C@@H]3C(=CCCC3(C)C)CO2)C=C
• InChI: InChI=1S/C20H26O3/c1-5-20(4)10-8-15(21)14(11-20)18-17(22)16-13(12-23-18)7-6-9-19(16,2)3/h5,7,11,16,18H,1,6,8-10,12H2,2-4H3/t16-,18-,20-/m0/s1
• InChI Key: OBEMDIWOJBJBGY-QRFRQXIXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₃
• Molecular Weight: 314.40 g/mol
• Exact Mass: 314.18819469 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.80
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9943	99.43%
Caco-2	+	0.6259	62.59%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8321	83.21%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9129	91.29%
OATP1B3 inhibitior	+	0.9331	93.31%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.7019	70.19%
P-glycoprotein inhibitior	-	0.6289	62.89%
P-glycoprotein substrate	-	0.7754	77.54%
CYP3A4 substrate	+	0.6066	60.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8482	84.82%
CYP3A4 inhibition	-	0.7605	76.05%
CYP2C9 inhibition	-	0.7643	76.43%
CYP2C19 inhibition	-	0.7317	73.17%
CYP2D6 inhibition	-	0.9292	92.92%
CYP1A2 inhibition	-	0.6788	67.88%
CYP2C8 inhibition	-	0.6900	69.00%
CYP inhibitory promiscuity	-	0.8579	85.79%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5881	58.81%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.9237	92.37%
Skin irritation	-	0.6285	62.85%
Skin corrosion	-	0.9349	93.49%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5530	55.30%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.6971	69.71%
skin sensitisation	-	0.7378	73.78%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.5745	57.45%
Acute Oral Toxicity (c)	III	0.6674	66.74%
Estrogen receptor binding	+	0.7780	77.80%
Androgen receptor binding	+	0.5251	52.51%
Thyroid receptor binding	+	0.6020	60.20%
Glucocorticoid receptor binding	+	0.8110	81.10%
Aromatase binding	-	0.6617	66.17%
PPAR gamma	+	0.7781	77.81%
Honey bee toxicity	-	0.6706	67.06%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9910	99.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.00%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.30%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.44%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.38%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.12%	93.40%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.11%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.04%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.08%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.05%	89.00%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	83.80%	80.96%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.63%	97.09%
CHEMBL2581	P07339	Cathepsin D	81.17%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	81.14%	94.75%
CHEMBL4530	P00488	Coagulation factor XIII	80.15%	96.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682558
• LOTUS: LTS0216904
• wikiData: Q105188975