Cnidilide

Details

• Internal ID: 39553124-fd0c-4473-b6a8-6745fed63578
• Taxonomy: Organoheterocyclic compounds > Isobenzofurans
• IUPAC Name: (3S,3aS,7aR)-3-butyl-3a,4,5,7a-tetrahydro-3H-2-benzofuran-1-one
• SMILES (Canonical): CCCCC1C2CCC=CC2C(=O)O1
• SMILES (Isomeric): CCCC[C@H]1[C@H]2CCC=C[C@H]2C(=O)O1
• InChI: InChI=1S/C12H18O2/c1-2-3-8-11-9-6-4-5-7-10(9)12(13)14-11/h5,7,9-11H,2-4,6,8H2,1H3/t9-,10+,11-/m0/s1
• InChI Key: UXDIXFDKSPCUIX-AXFHLTTASA-N
• Popularity: 20 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₂
• Molecular Weight: 194.27 g/mol
• Exact Mass: 194.130679813 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.68
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• 3674-03-1
• CHEBI:80808
• CHEMBL2252753
• SCHEMBL11967660
• DTXSID20190194
• UXDIXFDKSPCUIX-AXFHLTTASA-N
• C16937
• Q27149851
• 3-Butyl-3a,4,5,7a-tetrahydro-1(3H)-isobenzofuranone
• 1(3H)-Isobenzofuranone, 3-butyl-3a,4,5,7a-tetrahydro-, (3S-(3alpha,3abeta,7abeta))-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8240	82.40%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Plasma membrane	0.8691	86.91%
OATP2B1 inhibitior	-	0.8537	85.37%
OATP1B1 inhibitior	+	0.9189	91.89%
OATP1B3 inhibitior	+	0.9595	95.95%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9381	93.81%
P-glycoprotein inhibitior	-	0.9547	95.47%
P-glycoprotein substrate	-	0.7978	79.78%
CYP3A4 substrate	-	0.5479	54.79%
CYP2C9 substrate	-	0.8337	83.37%
CYP2D6 substrate	-	0.8514	85.14%
CYP3A4 inhibition	-	0.8713	87.13%
CYP2C9 inhibition	-	0.8967	89.67%
CYP2C19 inhibition	+	0.5482	54.82%
CYP2D6 inhibition	-	0.9519	95.19%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.8858	88.58%
CYP inhibitory promiscuity	-	0.7840	78.40%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6054	60.54%
Eye corrosion	-	0.6770	67.70%
Eye irritation	-	0.6526	65.26%
Skin irritation	+	0.4903	49.03%
Skin corrosion	-	0.9503	95.03%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6353	63.53%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	+	0.7342	73.42%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	-	0.6778	67.78%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.6974	69.74%
Acute Oral Toxicity (c)	III	0.8252	82.52%
Estrogen receptor binding	-	0.6936	69.36%
Androgen receptor binding	-	0.6706	67.06%
Thyroid receptor binding	-	0.7035	70.35%
Glucocorticoid receptor binding	-	0.7655	76.55%
Aromatase binding	-	0.8895	88.95%
PPAR gamma	-	0.7560	75.60%
Honey bee toxicity	-	0.9655	96.55%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9633	96.33%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL230	P35354	Cyclooxygenase-2	97.50%	89.63%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.23%	97.25%
CHEMBL2581	P07339	Cathepsin D	89.27%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.73%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.12%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.39%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.31%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	82.39%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.05%	100.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.29%	90.08%

Plants that contains it

• Angelica sinensis
• Apium graveolens
• Cnidium monnieri
• Conioselinum anthriscoides
• Levisticum officinale
• Ligusticum officinale
• Ligusticum striatum
• Peucedanum ostruthium
• Scutellaria baicalensis

Cross-Links

• PubChem: 160710
• NPASS: NPC199557
• LOTUS: LTS0005896
• wikiData: Q27149851