(+)-Deacetylboronolide

Details

• Internal ID: f12f02da-6b2d-4aa1-9039-a719d7870afb
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: (2R)-2-[(1S,2R,3S)-1,2,3-trihydroxyheptyl]-2,3-dihydropyran-6-one
• SMILES (Canonical): CCCCC(C(C(C1CC=CC(=O)O1)O)O)O
• SMILES (Isomeric): CCCC[C@@H]([C@H]([C@@H]([C@H]1CC=CC(=O)O1)O)O)O
• InChI: InChI=1S/C12H20O5/c1-2-3-5-8(13)11(15)12(16)9-6-4-7-10(14)17-9/h4,7-9,11-13,15-16H,2-3,5-6H2,1H3/t8-,9+,11+,12+/m0/s1
• InChI Key: VNWNEIVQZJXANY-LUTQBAROSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₀O₅
• Molecular Weight: 244.28 g/mol
• Exact Mass: 244.13107373 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.13
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

• (2R)-2-[(1S,2R,3S)-1,2,3-Trihydroxyheptyl]-2,3-dihydropyran-6-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6293	62.93%
Caco-2	+	0.5130	51.30%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6414	64.14%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	+	0.9074	90.74%
OATP1B3 inhibitior	+	0.9457	94.57%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8703	87.03%
P-glycoprotein inhibitior	-	0.9506	95.06%
P-glycoprotein substrate	-	0.6962	69.62%
CYP3A4 substrate	+	0.5171	51.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8878	88.78%
CYP3A4 inhibition	-	0.6493	64.93%
CYP2C9 inhibition	-	0.9348	93.48%
CYP2C19 inhibition	-	0.8267	82.67%
CYP2D6 inhibition	-	0.9223	92.23%
CYP1A2 inhibition	-	0.8969	89.69%
CYP2C8 inhibition	-	0.9588	95.88%
CYP inhibitory promiscuity	-	0.9539	95.39%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7100	71.00%
Eye corrosion	-	0.9727	97.27%
Eye irritation	-	0.9849	98.49%
Skin irritation	-	0.5339	53.39%
Skin corrosion	-	0.7619	76.19%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5206	52.06%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5459	54.59%
skin sensitisation	-	0.7985	79.85%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.7774	77.74%
Acute Oral Toxicity (c)	III	0.6095	60.95%
Estrogen receptor binding	-	0.7289	72.89%
Androgen receptor binding	-	0.7260	72.60%
Thyroid receptor binding	-	0.7261	72.61%
Glucocorticoid receptor binding	-	0.5834	58.34%
Aromatase binding	-	0.8653	86.53%
PPAR gamma	-	0.6266	62.66%
Honey bee toxicity	-	0.9794	97.94%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	-	0.4508	45.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.67%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.78%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.28%	93.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.69%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.98%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.50%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.23%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.56%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.50%	90.71%
CHEMBL230	P35354	Cyclooxygenase-2	83.99%	89.63%
CHEMBL4105838	Q96GG9	DCN1-like protein 1	83.14%	95.00%
CHEMBL3401	O75469	Pregnane X receptor	82.48%	94.73%

Plants that contains it

• Syncolostemon densiflorus

Cross-Links

• PubChem: 11334031
• LOTUS: LTS0181457
• wikiData: Q105289993