3'-Hydroxyisosafrole

Details

• Internal ID: 62b0b7ad-6677-4e27-ad44-66bede359394
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: (E)-3-(1,3-benzodioxol-5-yl)prop-2-en-1-ol
• SMILES (Canonical): C1OC2=C(O1)C=C(C=C2)C=CCO
• SMILES (Isomeric): C1OC2=C(O1)C=C(C=C2)/C=C/CO
• InChI: InChI=1S/C10H10O3/c11-5-1-2-8-3-4-9-10(6-8)13-7-12-9/h1-4,6,11H,5,7H2/b2-1+
• InChI Key: JQZASRHQYJJUCE-OWOJBTEDSA-N
• Popularity: 11 references 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: 1.90
• Atomic LogP (AlogP): 1.42
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 3,4-Methylenedioxycinnamyl alcohol
• 58095-76-4
• trans-3,4-Methylenedioxycinnamyl alcohol
• 17581-86-1
• 2-Propen-1-ol, 3-(3,4-(methylenedioxy)phenyl)-
• (E)-3-(1,3-benzodioxol-5-yl)prop-2-en-1-ol
• (2E)-3-(2H-1,3-Benzodioxol-5-yl)prop-2-en-1-ol, E
• Dioxymethylenecinnamyl alcohol
• NSC 15657
• AI3-20854
• NSC-15657
• 2-Propen-1-ol, 3-(1,3-benzodioxol-5-yl)-
• 3-(3,4-(Methylenedioxy)phenyl)-2-propen-1-ol
• F9X47L3FML
• (E)-3-(benzo[d][1,3]dioxol-5-yl)prop-2-en-1-ol
• CHEMBL488405
• SCHEMBL2005021
• SCHEMBL2453908
• HYDROXYISOSAFROLE, 3'-
• JQZASRHQYJJUCE-OWOJBTEDSA-N
• AKOS006279009
• FS-7731
• (E)-3',4'-(methylenedioxy)cinnamyl alcohol
• EN300-1703928
• (2E)-3-(1,3-dioxaindan-5-yl)prop-2-en-1-ol
• trans-5-(3-hydroxyprop-1-en-1-yl)benzodioxolane
• (2E)-3-(1,3-Benzodioxol-5-yl)-2-propen-1-ol
• 3-(1,3-Benzodioxol-5-yl)-2-propen-1-ol, (2E)-
• (2E)-3-(2H-1,3-Benzodioxol-5-yl)prop-2-en-1-ol,E
• 2-Propen-1-ol, 3-(1,3-benzodioxol-5-yl)-, (2E)-
• Z1198157830
• (2E)-3-(2H-1,3-BENZODIOXOL-5-YL)PROP-2-EN-1-OL

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9913	99.13%
Caco-2	+	0.9092	90.92%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5847	58.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9369	93.69%
OATP1B3 inhibitior	+	0.9536	95.36%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7710	77.10%
P-glycoprotein inhibitior	-	0.9875	98.75%
P-glycoprotein substrate	-	0.9852	98.52%
CYP3A4 substrate	-	0.7363	73.63%
CYP2C9 substrate	+	0.5652	56.52%
CYP2D6 substrate	-	0.7441	74.41%
CYP3A4 inhibition	-	0.7543	75.43%
CYP2C9 inhibition	-	0.8040	80.40%
CYP2C19 inhibition	-	0.5888	58.88%
CYP2D6 inhibition	-	0.5635	56.35%
CYP1A2 inhibition	+	0.8128	81.28%
CYP2C8 inhibition	-	0.9401	94.01%
CYP inhibitory promiscuity	+	0.5915	59.15%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Warning	0.3773	37.73%
Eye corrosion	-	0.9514	95.14%
Eye irritation	+	0.9860	98.60%
Skin irritation	+	0.7044	70.44%
Skin corrosion	-	0.6118	61.18%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6524	65.24%
Micronuclear	-	0.6260	62.60%
Hepatotoxicity	+	0.5274	52.74%
skin sensitisation	+	0.6773	67.73%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.6418	64.18%
Acute Oral Toxicity (c)	III	0.7586	75.86%
Estrogen receptor binding	-	0.6409	64.09%
Androgen receptor binding	+	0.8069	80.69%
Thyroid receptor binding	-	0.6876	68.76%
Glucocorticoid receptor binding	-	0.8603	86.03%
Aromatase binding	-	0.7436	74.36%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.9429	94.29%
Biodegradation	+	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.6957	69.57%

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	98.05%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.63%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.28%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.88%	96.77%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	90.19%	94.80%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.75%	94.45%
CHEMBL2039	P27338	Monoamine oxidase B	89.68%	92.51%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.79%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.59%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	82.30%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.16%	99.17%
CHEMBL4208	P20618	Proteasome component C5	81.53%	90.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.12%	91.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.86%	92.62%

Plants that contains it

• Boronia pinnata
• Virola peruviana

Cross-Links

• PubChem: 5869753
• LOTUS: LTS0055476
• wikiData: Q105133764