Senkyunolide R

Details

• Internal ID: 048ffe42-cd64-4c56-8384-e978b10b86e5
• Taxonomy: Organoheterocyclic compounds > Isobenzofurans
• IUPAC Name: (3Z,6S,7S)-6,7-dihydroxy-3-[(2R)-2-hydroxybutylidene]-4,5,6,7-tetrahydro-2-benzofuran-1-one
• SMILES (Canonical): CCC(C=C1C2=C(C(C(CC2)O)O)C(=O)O1)O
• SMILES (Isomeric): CC[C@H](/C=C\1/C2=C([C@@H]([C@H](CC2)O)O)C(=O)O1)O
• InChI: InChI=1S/C12H16O5/c1-2-6(13)5-9-7-3-4-8(14)11(15)10(7)12(16)17-9/h5-6,8,11,13-15H,2-4H2,1H3/b9-5-/t6-,8+,11-/m1/s1
• InChI Key: XJGANEFDEDYAJS-QPICXUTDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₅
• Molecular Weight: 240.25 g/mol
• Exact Mass: 240.09977361 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): 0.01
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• 172549-37-0
• (3Z,6S,7S)-6,7-dihydroxy-3-[(2R)-2-hydroxybutylidene]-4,5,6,7-tetrahydro-2-benzofuran-1-one
• AKOS040762958

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9701	97.01%
Caco-2	-	0.5661	56.61%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7234	72.34%
OATP2B1 inhibitior	-	0.8517	85.17%
OATP1B1 inhibitior	+	0.9152	91.52%
OATP1B3 inhibitior	+	0.9645	96.45%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9264	92.64%
P-glycoprotein inhibitior	-	0.9475	94.75%
P-glycoprotein substrate	-	0.8971	89.71%
CYP3A4 substrate	-	0.5320	53.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8601	86.01%
CYP3A4 inhibition	-	0.8650	86.50%
CYP2C9 inhibition	-	0.8319	83.19%
CYP2C19 inhibition	-	0.7487	74.87%
CYP2D6 inhibition	-	0.8934	89.34%
CYP1A2 inhibition	-	0.7554	75.54%
CYP2C8 inhibition	-	0.9200	92.00%
CYP inhibitory promiscuity	-	0.8385	83.85%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4840	48.40%
Eye corrosion	-	0.9705	97.05%
Eye irritation	-	0.8570	85.70%
Skin irritation	-	0.5955	59.55%
Skin corrosion	-	0.8737	87.37%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6376	63.76%
Micronuclear	-	0.6741	67.41%
Hepatotoxicity	+	0.6158	61.58%
skin sensitisation	-	0.7832	78.32%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.8252	82.52%
Acute Oral Toxicity (c)	III	0.3634	36.34%
Estrogen receptor binding	-	0.5415	54.15%
Androgen receptor binding	-	0.6328	63.28%
Thyroid receptor binding	+	0.5791	57.91%
Glucocorticoid receptor binding	+	0.7096	70.96%
Aromatase binding	-	0.8908	89.08%
PPAR gamma	-	0.6071	60.71%
Honey bee toxicity	-	0.8762	87.62%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.7487	74.87%

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	97.88%	97.25%
CHEMBL2581	P07339	Cathepsin D	97.46%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.12%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.42%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.40%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.06%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.70%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.01%	92.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.79%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.71%	85.14%

Plants that contains it

• Conioselinum anthriscoides

Cross-Links

• PubChem: 101686923
• LOTUS: LTS0195489
• wikiData: Q105328924