(4S,5S)-4,5-bis(1,3-benzodioxol-5-ylmethyl)oxolan-3-one

Details

• Internal ID: 88d84719-6957-4145-871f-ed64ba1b2ef2
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: (4S,5S)-4,5-bis(1,3-benzodioxol-5-ylmethyl)oxolan-3-one
• SMILES (Canonical): C1C(=O)C(C(O1)CC2=CC3=C(C=C2)OCO3)CC4=CC5=C(C=C4)OCO5
• SMILES (Isomeric): C1C(=O)[C@H]([C@@H](O1)CC2=CC3=C(C=C2)OCO3)CC4=CC5=C(C=C4)OCO5
• InChI: InChI=1S/C20H18O6/c21-15-9-22-18(6-13-2-4-17-20(8-13)26-11-24-17)14(15)5-12-1-3-16-19(7-12)25-10-23-16/h1-4,7-8,14,18H,5-6,9-11H2/t14-,18+/m1/s1
• InChI Key: BVULGJPUHQGXLW-KDOFPFPSSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈O₆
• Molecular Weight: 354.40 g/mol
• Exact Mass: 354.11033829 g/mol
• Topological Polar Surface Area (TPSA): 63.20 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.51
• H-Bond Acceptor: 6
• 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	+	0.9917	99.17%
Caco-2	-	0.5172	51.72%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7800	78.00%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9540	95.40%
OATP1B3 inhibitior	+	0.9543	95.43%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9063	90.63%
P-glycoprotein inhibitior	+	0.6713	67.13%
P-glycoprotein substrate	-	0.9253	92.53%
CYP3A4 substrate	-	0.5635	56.35%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.7024	70.24%
CYP3A4 inhibition	+	0.8355	83.55%
CYP2C9 inhibition	+	0.6173	61.73%
CYP2C19 inhibition	+	0.8742	87.42%
CYP2D6 inhibition	+	0.6045	60.45%
CYP1A2 inhibition	+	0.7073	70.73%
CYP2C8 inhibition	-	0.9382	93.82%
CYP inhibitory promiscuity	+	0.7296	72.96%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4609	46.09%
Eye corrosion	-	0.9827	98.27%
Eye irritation	-	0.6629	66.29%
Skin irritation	-	0.7455	74.55%
Skin corrosion	-	0.9561	95.61%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8283	82.83%
Micronuclear	+	0.5959	59.59%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.5556	55.56%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.6876	68.76%
Acute Oral Toxicity (c)	III	0.5090	50.90%
Estrogen receptor binding	+	0.8597	85.97%
Androgen receptor binding	+	0.7016	70.16%
Thyroid receptor binding	-	0.5072	50.72%
Glucocorticoid receptor binding	-	0.5178	51.78%
Aromatase binding	-	0.5177	51.77%
PPAR gamma	+	0.7219	72.19%
Honey bee toxicity	-	0.7847	78.47%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9859	98.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	98.77%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.13%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	95.66%	94.80%
CHEMBL2581	P07339	Cathepsin D	92.96%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	92.82%	93.40%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.49%	91.11%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.23%	92.62%
CHEMBL240	Q12809	HERG	85.97%	89.76%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.00%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.56%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.41%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.92%	86.33%

Plants that contains it

• Zanthoxylum beecheyanum

Cross-Links

• PubChem: 162947947
• LOTUS: LTS0023741
• wikiData: Q104946861