cis-Isoascaridole

Details

• Internal ID: 62650709-34d6-494e-ab78-b06ccdb0b014
• Taxonomy: Organoheterocyclic compounds > Dioxanes > 1,2-dioxanes
• IUPAC Name: (1S,4S)-1-methyl-4-propan-2-yl-2,3-dioxabicyclo[2.2.2]oct-5-ene
• InChI: InChI=1S/C10H16O2/c1-8(2)10-6-4-9(3,5-7-10)11-12-10/h4,6,8H,5,7H2,1-3H3/t9-,10+/m1/s1
• InChI Key: MGYMHQJELJYRQS-ZJUUUORDSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆O₂
• Molecular Weight: 168.23 g/mol
• Exact Mass: 168.115029749 g/mol
• Topological Polar Surface Area (TPSA): 18.50 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.45
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• NSC406266;Boldo ascaridole
• 1-methyl-4-(propan-2-yl)-2,3-dioxabicyclo[2.2.2]oct-5-ene
• DTXSID90871726
• MGYMHQJELJYRQS-ZJUUUORDSA-N
• AKOS006279305

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9883	98.83%
Caco-2	+	0.9201	92.01%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.3445	34.45%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.9350	93.50%
OATP1B3 inhibitior	+	0.9431	94.31%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9321	93.21%
P-glycoprotein inhibitior	-	0.9812	98.12%
P-glycoprotein substrate	-	0.9225	92.25%
CYP3A4 substrate	-	0.5742	57.42%
CYP2C9 substrate	-	0.8097	80.97%
CYP2D6 substrate	-	0.7559	75.59%
CYP3A4 inhibition	-	0.8628	86.28%
CYP2C9 inhibition	-	0.7987	79.87%
CYP2C19 inhibition	-	0.6148	61.48%
CYP2D6 inhibition	-	0.9202	92.02%
CYP1A2 inhibition	-	0.5742	57.42%
CYP2C8 inhibition	-	0.9578	95.78%
CYP inhibitory promiscuity	-	0.8590	85.90%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.5550	55.50%
Eye corrosion	-	0.8962	89.62%
Eye irritation	+	0.8813	88.13%
Skin irritation	-	0.5556	55.56%
Skin corrosion	-	0.9065	90.65%
Ames mutagenesis	-	0.6370	63.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.7116	71.16%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.7400	74.00%
skin sensitisation	+	0.6242	62.42%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	-	0.7111	71.11%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	+	0.7929	79.29%
Acute Oral Toxicity (c)	II	0.7463	74.63%
Estrogen receptor binding	-	0.8915	89.15%
Androgen receptor binding	-	0.6118	61.18%
Thyroid receptor binding	-	0.7686	76.86%
Glucocorticoid receptor binding	-	0.6350	63.50%
Aromatase binding	-	0.7478	74.78%
PPAR gamma	-	0.8209	82.09%
Honey bee toxicity	-	0.8972	89.72%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	-	0.4315	43.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.67%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.24%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.70%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.59%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.64%	82.69%
CHEMBL1951	P21397	Monoamine oxidase A	82.57%	91.49%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.08%	96.77%
CHEMBL1937	Q92769	Histone deacetylase 2	81.58%	94.75%

Plants that contains it

• Achillea filipendulina
• Allium victorialis
• Blepharis scindica
• Ciliosemina pedunculata
• Frullania brittoniae
• Latua pubiflora
• Leionema gracile
• Plagiochila rutilans var. standleyi
• Podophyllum hexandrum
• Potentilla indica
• Rhododendron groenlandicum
• Rhododendron tomentosum
• Rudbeckia hirta
• Schraderanthus viscosa
• Solanum stramoniifolium
• Wurfbainia neoaurantiaca

Cross-Links

• PubChem: 6430795
• NPASS: NPC140438
• LOTUS: LTS0204017
• wikiData: Q105163661