(-)-annularin C

Details

• Internal ID: 18536588-30a5-4487-be43-1bb290a84360
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: 5-(hydroxymethyl)-6-[(1R)-1-hydroxypropyl]-4-methoxypyran-2-one
• SMILES (Canonical): CCC(C1=C(C(=CC(=O)O1)OC)CO)O
• SMILES (Isomeric): CC[C@H](C1=C(C(=CC(=O)O1)OC)CO)O
• InChI: InChI=1S/C10H14O5/c1-3-7(12)10-6(5-11)8(14-2)4-9(13)15-10/h4,7,11-12H,3,5H2,1-2H3/t7-/m1/s1
• InChI Key: JVACJZGMLHSRGA-SSDOTTSWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄O₅
• Molecular Weight: 214.21 g/mol
• Exact Mass: 214.08412354 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): 0.58
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8215	82.15%
Caco-2	+	0.6351	63.51%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8107	81.07%
OATP2B1 inhibitior	-	0.8514	85.14%
OATP1B1 inhibitior	+	0.8354	83.54%
OATP1B3 inhibitior	+	0.9360	93.60%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7700	77.00%
P-glycoprotein inhibitior	-	0.9301	93.01%
P-glycoprotein substrate	-	0.8911	89.11%
CYP3A4 substrate	-	0.6136	61.36%
CYP2C9 substrate	-	0.5914	59.14%
CYP2D6 substrate	-	0.8411	84.11%
CYP3A4 inhibition	-	0.8118	81.18%
CYP2C9 inhibition	-	0.8378	83.78%
CYP2C19 inhibition	-	0.7841	78.41%
CYP2D6 inhibition	-	0.9209	92.09%
CYP1A2 inhibition	-	0.8174	81.74%
CYP2C8 inhibition	-	0.7549	75.49%
CYP inhibitory promiscuity	-	0.8193	81.93%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.7671	76.71%
Eye corrosion	-	0.9839	98.39%
Eye irritation	-	0.7642	76.42%
Skin irritation	-	0.7691	76.91%
Skin corrosion	-	0.9669	96.69%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5182	51.82%
Micronuclear	-	0.6941	69.41%
Hepatotoxicity	-	0.6478	64.78%
skin sensitisation	-	0.7996	79.96%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7671	76.71%
Acute Oral Toxicity (c)	III	0.6914	69.14%
Estrogen receptor binding	-	0.5805	58.05%
Androgen receptor binding	-	0.7025	70.25%
Thyroid receptor binding	-	0.6830	68.30%
Glucocorticoid receptor binding	-	0.4898	48.98%
Aromatase binding	-	0.8842	88.42%
PPAR gamma	-	0.5314	53.14%
Honey bee toxicity	-	0.9287	92.87%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	-	0.5000	50.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.38%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.58%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.86%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.55%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.66%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.62%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.71%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.96%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.00%	96.95%
CHEMBL4208	P20618	Proteasome component C5	87.29%	90.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.18%	93.99%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.83%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.42%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.28%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	82.23%	94.73%
CHEMBL2535	P11166	Glucose transporter	80.98%	98.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684062
• LOTUS: LTS0188365
• wikiData: Q105135542