Nubenolide acetate

Details

• Internal ID: ac2c51e7-8481-4e4b-885c-e0910a46c264
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: [(3aR,8aR,9S)-1,5,8-trimethyl-2,6-dioxo-3a,4,8a,9-tetrahydroazuleno[6,5-b]furan-9-yl] acetate
• SMILES (Canonical): CC1=C2C(C(C3=C(C(=O)OC3C1)C)OC(=O)C)C(=CC2=O)C
• SMILES (Isomeric): CC1=C2[C@H]([C@@H](C3=C(C(=O)O[C@@H]3C1)C)OC(=O)C)C(=CC2=O)C
• InChI: InChI=1S/C17H18O5/c1-7-5-11(19)13-8(2)6-12-15(9(3)17(20)22-12)16(14(7)13)21-10(4)18/h5,12,14,16H,6H2,1-4H3/t12-,14-,16+/m1/s1
• InChI Key: ALBRNVBHUFSUBA-XPKDYRNWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₅
• Molecular Weight: 302.32 g/mol
• Exact Mass: 302.11542367 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 2.03
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• [(3aR,8aR,9S)-1,5,8-trimethyl-2,6-dioxo-3a,4,8a,9-tetrahydroazuleno[6,5-b]furan-9-yl] acetate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9922	99.22%
Caco-2	+	0.7077	70.77%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5430	54.30%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.9218	92.18%
OATP1B3 inhibitior	+	0.9293	92.93%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7005	70.05%
P-glycoprotein inhibitior	-	0.7784	77.84%
P-glycoprotein substrate	-	0.8004	80.04%
CYP3A4 substrate	+	0.5829	58.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9057	90.57%
CYP3A4 inhibition	-	0.7916	79.16%
CYP2C9 inhibition	-	0.8490	84.90%
CYP2C19 inhibition	-	0.8358	83.58%
CYP2D6 inhibition	-	0.9583	95.83%
CYP1A2 inhibition	-	0.5365	53.65%
CYP2C8 inhibition	-	0.8206	82.06%
CYP inhibitory promiscuity	-	0.7969	79.69%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9243	92.43%
Carcinogenicity (trinary)	Non-required	0.4397	43.97%
Eye corrosion	-	0.9282	92.82%
Eye irritation	-	0.6453	64.53%
Skin irritation	-	0.6633	66.33%
Skin corrosion	-	0.9328	93.28%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4440	44.40%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.6658	66.58%
skin sensitisation	-	0.7025	70.25%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.7926	79.26%
Acute Oral Toxicity (c)	III	0.4159	41.59%
Estrogen receptor binding	-	0.6143	61.43%
Androgen receptor binding	+	0.6042	60.42%
Thyroid receptor binding	-	0.6527	65.27%
Glucocorticoid receptor binding	-	0.5953	59.53%
Aromatase binding	-	0.7779	77.79%
PPAR gamma	-	0.6662	66.62%
Honey bee toxicity	-	0.8685	86.85%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6650	66.50%
Fish aquatic toxicity	+	0.9492	94.92%

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	92.42%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.69%	85.14%
CHEMBL2581	P07339	Cathepsin D	90.76%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.15%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.92%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.35%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.70%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.27%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.70%	94.80%

Plants that contains it

• Salvia nubicola

Cross-Links

• PubChem: 16088183
• LOTUS: LTS0031111
• wikiData: Q104913992