Senkyunolide H

Details

• Internal ID: 961464b1-a853-48af-9a29-d72c7f3531c7
• Taxonomy: Organoheterocyclic compounds > Isobenzofurans
• IUPAC Name: (3Z,6S,7R)-3-butylidene-6,7-dihydroxy-4,5,6,7-tetrahydro-2-benzofuran-1-one
• SMILES (Canonical): CCCC=C1C2=C(C(C(CC2)O)O)C(=O)O1
• SMILES (Isomeric): CCC/C=C\1/C2=C([C@H]([C@H](CC2)O)O)C(=O)O1
• InChI: InChI=1S/C12H16O4/c1-2-3-4-9-7-5-6-8(13)11(14)10(7)12(15)16-9/h4,8,11,13-14H,2-3,5-6H2,1H3/b9-4-/t8-,11-/m0/s1
• InChI Key: DQNGMIQSXNGHOA-RCBCECLLSA-N
• Popularity: 15 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₄
• Molecular Weight: 224.25 g/mol
• Exact Mass: 224.10485899 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.04
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• (3Z,6S,7R)-3-butylidene-6,7-dihydroxy-4,5,6,7-tetrahydro-2-benzofuran-1-one
• C12H16O4
• 94596-27-7
• SCHEMBL13053456
• AKOS037514837
• A14855
• (3E)-3-Butylidene-4,5,6,7-tetrahydro-6alpha,7alpha-dihydroxyisobenzofuran-1(3H)-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9763	97.63%
Caco-2	+	0.6113	61.13%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6660	66.60%
OATP2B1 inhibitior	-	0.8508	85.08%
OATP1B1 inhibitior	+	0.9366	93.66%
OATP1B3 inhibitior	+	0.9583	95.83%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8786	87.86%
P-glycoprotein inhibitior	-	0.9415	94.15%
P-glycoprotein substrate	-	0.9126	91.26%
CYP3A4 substrate	-	0.5252	52.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8601	86.01%
CYP3A4 inhibition	-	0.7600	76.00%
CYP2C9 inhibition	-	0.8503	85.03%
CYP2C19 inhibition	-	0.7222	72.22%
CYP2D6 inhibition	-	0.8916	89.16%
CYP1A2 inhibition	-	0.7184	71.84%
CYP2C8 inhibition	-	0.9237	92.37%
CYP inhibitory promiscuity	-	0.8831	88.31%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5297	52.97%
Eye corrosion	-	0.9790	97.90%
Eye irritation	-	0.8110	81.10%
Skin irritation	-	0.5807	58.07%
Skin corrosion	-	0.9104	91.04%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6516	65.16%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5342	53.42%
skin sensitisation	-	0.7888	78.88%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.6450	64.50%
Acute Oral Toxicity (c)	III	0.3283	32.83%
Estrogen receptor binding	-	0.7268	72.68%
Androgen receptor binding	-	0.6505	65.05%
Thyroid receptor binding	-	0.5080	50.80%
Glucocorticoid receptor binding	-	0.5349	53.49%
Aromatase binding	-	0.9312	93.12%
PPAR gamma	+	0.5471	54.71%
Honey bee toxicity	-	0.9416	94.16%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9279	92.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.80%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.70%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.67%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.58%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.18%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.77%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.45%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.81%	92.62%

Plants that contains it

• Angelica acutiloba
• Angelica gigas
• Angelica sinensis
• Conioselinum anthriscoides
• Levisticum officinale
• Ligusticum officinale

Cross-Links

• PubChem: 5321251
• NPASS: NPC245527
• LOTUS: LTS0005982
• wikiData: Q105104269