(2S)-3-(7-methoxy-1,3-benzodioxol-5-yl)propane-1,2-diol

Details

• Internal ID: ba1fdfab-78f5-4812-8858-55bfa429bba2
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: (2S)-3-(7-methoxy-1,3-benzodioxol-5-yl)propane-1,2-diol
• SMILES (Canonical): COC1=CC(=CC2=C1OCO2)CC(CO)O
• SMILES (Isomeric): COC1=CC(=CC2=C1OCO2)C[C@@H](CO)O
• InChI: InChI=1S/C11H14O5/c1-14-9-3-7(2-8(13)5-12)4-10-11(9)16-6-15-10/h3-4,8,12-13H,2,5-6H2,1H3/t8-/m0/s1
• InChI Key: AWESBQDPCBCYFU-QMMMGPOBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄O₅
• Molecular Weight: 226.23 g/mol
• Exact Mass: 226.08412354 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.32
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9456	94.56%
Caco-2	+	0.7666	76.66%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5882	58.82%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.9431	94.31%
OATP1B3 inhibitior	+	0.9600	96.00%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8123	81.23%
P-glycoprotein inhibitior	-	0.9565	95.65%
P-glycoprotein substrate	-	0.8226	82.26%
CYP3A4 substrate	-	0.5481	54.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3762	37.62%
CYP3A4 inhibition	-	0.7581	75.81%
CYP2C9 inhibition	-	0.8709	87.09%
CYP2C19 inhibition	-	0.6773	67.73%
CYP2D6 inhibition	-	0.7962	79.62%
CYP1A2 inhibition	-	0.5985	59.85%
CYP2C8 inhibition	-	0.8293	82.93%
CYP inhibitory promiscuity	-	0.8105	81.05%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4417	44.17%
Eye corrosion	-	0.9882	98.82%
Eye irritation	+	0.5412	54.12%
Skin irritation	-	0.7521	75.21%
Skin corrosion	-	0.9464	94.64%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5385	53.85%
Micronuclear	-	0.5560	55.60%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.7321	73.21%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6959	69.59%
Acute Oral Toxicity (c)	III	0.7510	75.10%
Estrogen receptor binding	-	0.7343	73.43%
Androgen receptor binding	-	0.7836	78.36%
Thyroid receptor binding	-	0.6402	64.02%
Glucocorticoid receptor binding	-	0.8223	82.23%
Aromatase binding	-	0.7982	79.82%
PPAR gamma	-	0.5756	57.56%
Honey bee toxicity	-	0.7274	72.74%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	-	0.7857	78.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.98%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.32%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.76%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.09%	91.11%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	93.17%	92.62%
CHEMBL2581	P07339	Cathepsin D	93.06%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.93%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.79%	99.17%
CHEMBL4208	P20618	Proteasome component C5	85.14%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.15%	95.89%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.93%	89.50%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.71%	89.62%
CHEMBL1255126	O15151	Protein Mdm4	80.80%	90.20%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	80.79%	82.67%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.45%	95.89%
CHEMBL5555	O00767	Acyl-CoA desaturase	80.20%	97.50%

Plants that contains it

• Todaroa aurea

Cross-Links

• PubChem: 92470498
• LOTUS: LTS0016995
• wikiData: Q104920006