6-Allyl-1,3-benzodioxole-4-ol

Details

• Internal ID: 6acb9aed-bf9b-4dbf-9d5c-3e1585534df9
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: 6-prop-2-enyl-1,3-benzodioxol-4-ol
• SMILES (Canonical): C=CCC1=CC(=C2C(=C1)OCO2)O
• SMILES (Isomeric): C=CCC1=CC(=C2C(=C1)OCO2)O
• InChI: InChI=1S/C10H10O3/c1-2-3-7-4-8(11)10-9(5-7)12-6-13-10/h2,4-5,11H,1,3,6H2
• InChI Key: QGEYIXASTJQWPW-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₀O₃
• Molecular Weight: 178.18 g/mol
• Exact Mass: 178.062994177 g/mol
• Topological Polar Surface Area (TPSA): 38.70 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 1.85
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 6-Allyl-1,3-benzodioxole-4-ol
• 1,3-Benzodioxol-4-ol, 6-(2-propenyl)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9878	98.78%
Caco-2	+	0.8246	82.46%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6426	64.26%
OATP2B1 inhibitior	-	0.8641	86.41%
OATP1B1 inhibitior	+	0.9250	92.50%
OATP1B3 inhibitior	+	0.9563	95.63%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7843	78.43%
P-glycoprotein inhibitior	-	0.9789	97.89%
P-glycoprotein substrate	-	0.9689	96.89%
CYP3A4 substrate	-	0.6552	65.52%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	+	0.3814	38.14%
CYP3A4 inhibition	-	0.5610	56.10%
CYP2C9 inhibition	-	0.7560	75.60%
CYP2C19 inhibition	-	0.6363	63.63%
CYP2D6 inhibition	-	0.6505	65.05%
CYP1A2 inhibition	+	0.6106	61.06%
CYP2C8 inhibition	-	0.7946	79.46%
CYP inhibitory promiscuity	+	0.5842	58.42%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9208	92.08%
Carcinogenicity (trinary)	Warning	0.4205	42.05%
Eye corrosion	-	0.9475	94.75%
Eye irritation	+	0.9794	97.94%
Skin irritation	+	0.5940	59.40%
Skin corrosion	-	0.8395	83.95%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5992	59.92%
Micronuclear	-	0.5360	53.60%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	+	0.5833	58.33%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6077	60.77%
Acute Oral Toxicity (c)	III	0.5761	57.61%
Estrogen receptor binding	-	0.6486	64.86%
Androgen receptor binding	-	0.7404	74.04%
Thyroid receptor binding	-	0.7009	70.09%
Glucocorticoid receptor binding	-	0.9129	91.29%
Aromatase binding	-	0.6911	69.11%
PPAR gamma	+	0.5486	54.86%
Honey bee toxicity	-	0.8218	82.18%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9096	90.96%

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	98.58%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.73%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.04%	96.77%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.05%	93.40%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	88.96%	83.57%
CHEMBL3401	O75469	Pregnane X receptor	86.55%	94.73%
CHEMBL4208	P20618	Proteasome component C5	84.84%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.30%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.10%	95.56%
CHEMBL2581	P07339	Cathepsin D	81.96%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.66%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.73%	86.33%

Plants that contains it

• Albizia julibrissin
• Anacardium occidentale
• Anchusa officinalis
• Caryopteris mongholica
• Dalbergia rubiginosa
• Euphorbia kansui
• Illicium verum
• Mappia nimmoniana
• Mesembryanthemum tortuosum
• Satureja atropatana

Cross-Links

• PubChem: 16729376
• NPASS: NPC257190
• LOTUS: LTS0023167
• wikiData: Q105219993