(6R)-6-(3-methylbut-2-enyl)-6-prop-2-enyl-1,3-benzodioxol-5-one

Details

• Internal ID: cd3bba24-7458-4bda-856d-a0a4e8373e84
• Taxonomy: Organoheterocyclic compounds > Dioxolanes > 1,3-dioxolanes
• IUPAC Name: (6R)-6-(3-methylbut-2-enyl)-6-prop-2-enyl-1,3-benzodioxol-5-one
• SMILES (Canonical): CC(=CCC1(C=C2C(=CC1=O)OCO2)CC=C)C
• SMILES (Isomeric): CC(=CC[C@@]1(C=C2C(=CC1=O)OCO2)CC=C)C
• InChI: InChI=1S/C15H18O3/c1-4-6-15(7-5-11(2)3)9-13-12(8-14(15)16)17-10-18-13/h4-5,8-9H,1,6-7,10H2,2-3H3/t15-/m1/s1
• InChI Key: ZZQLYNHTKZCGJL-OAHLLOKOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.26
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	+	0.8629	86.29%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7186	71.86%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9312	93.12%
OATP1B3 inhibitior	+	0.9319	93.19%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6382	63.82%
P-glycoprotein inhibitior	-	0.8738	87.38%
P-glycoprotein substrate	-	0.8687	86.87%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8655	86.55%
CYP3A4 inhibition	-	0.5681	56.81%
CYP2C9 inhibition	-	0.8210	82.10%
CYP2C19 inhibition	-	0.7121	71.21%
CYP2D6 inhibition	-	0.8268	82.68%
CYP1A2 inhibition	-	0.5266	52.66%
CYP2C8 inhibition	-	0.9208	92.08%
CYP inhibitory promiscuity	+	0.5375	53.75%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5515	55.15%
Eye corrosion	-	0.9533	95.33%
Eye irritation	+	0.9110	91.10%
Skin irritation	-	0.5737	57.37%
Skin corrosion	-	0.8663	86.63%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5061	50.61%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.6606	66.06%
skin sensitisation	+	0.5642	56.42%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.9012	90.12%
Acute Oral Toxicity (c)	III	0.5406	54.06%
Estrogen receptor binding	+	0.5560	55.60%
Androgen receptor binding	+	0.6326	63.26%
Thyroid receptor binding	-	0.5404	54.04%
Glucocorticoid receptor binding	-	0.6280	62.80%
Aromatase binding	+	0.6849	68.49%
PPAR gamma	+	0.5312	53.12%
Honey bee toxicity	-	0.8565	85.65%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9730	97.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.27%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.73%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.65%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.30%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.10%	96.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.67%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	85.26%	94.73%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.58%	96.61%
CHEMBL221	P23219	Cyclooxygenase-1	84.51%	90.17%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.81%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.54%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.31%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.31%	100.00%

Plants that contains it

• Illicium verum

Cross-Links

• PubChem: 163065255
• LOTUS: LTS0170742
• wikiData: Q105386989