Nubenolide

Details

• Internal ID: 078deecb-4bff-4e86-8353-69e5b45e3232
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (3aR,8aR,9S)-9-hydroxy-1,5,8-trimethyl-3a,4,8a,9-tetrahydroazuleno[6,5-b]furan-2,6-dione
• SMILES (Canonical): CC1=C2C(C(C3=C(C(=O)OC3C1)C)O)C(=CC2=O)C
• SMILES (Isomeric): CC1=C2[C@H]([C@@H](C3=C(C(=O)O[C@@H]3C1)C)O)C(=CC2=O)C
• InChI: InChI=1S/C15H16O4/c1-6-4-9(16)11-7(2)5-10-13(14(17)12(6)11)8(3)15(18)19-10/h4,10,12,14,17H,5H2,1-3H3/t10-,12-,14+/m1/s1
• InChI Key: ASIVTMRMNHENCL-QKCSRTOESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₄
• Molecular Weight: 260.28 g/mol
• Exact Mass: 260.10485899 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 1.45
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

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

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9790	97.90%
Caco-2	+	0.6868	68.68%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5868	58.68%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.9301	93.01%
OATP1B3 inhibitior	+	0.9540	95.40%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8422	84.22%
P-glycoprotein inhibitior	-	0.8912	89.12%
P-glycoprotein substrate	-	0.8554	85.54%
CYP3A4 substrate	+	0.5291	52.91%
CYP2C9 substrate	-	0.7859	78.59%
CYP2D6 substrate	-	0.8901	89.01%
CYP3A4 inhibition	-	0.8585	85.85%
CYP2C9 inhibition	-	0.8299	82.99%
CYP2C19 inhibition	-	0.8719	87.19%
CYP2D6 inhibition	-	0.9528	95.28%
CYP1A2 inhibition	-	0.5617	56.17%
CYP2C8 inhibition	-	0.9276	92.76%
CYP inhibitory promiscuity	-	0.9194	91.94%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9543	95.43%
Carcinogenicity (trinary)	Danger	0.4544	45.44%
Eye corrosion	-	0.9512	95.12%
Eye irritation	-	0.7862	78.62%
Skin irritation	-	0.5475	54.75%
Skin corrosion	-	0.8852	88.52%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5808	58.08%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.7033	70.33%
skin sensitisation	-	0.7499	74.99%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.7232	72.32%
Acute Oral Toxicity (c)	II	0.5160	51.60%
Estrogen receptor binding	-	0.7488	74.88%
Androgen receptor binding	-	0.5115	51.15%
Thyroid receptor binding	-	0.7672	76.72%
Glucocorticoid receptor binding	-	0.6312	63.12%
Aromatase binding	-	0.8683	86.83%
PPAR gamma	-	0.7334	73.34%
Honey bee toxicity	-	0.9116	91.16%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9213	92.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.32%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.37%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.32%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.19%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.67%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	80.41%	94.73%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.08%	86.00%

Plants that contains it

• Salvia nubicola

Cross-Links

• PubChem: 16088181
• LOTUS: LTS0055433
• wikiData: Q104917862