(3S,4S)-4-[bis(7-methoxy-1,3-benzodioxol-5-yl)methyl]-3-(hydroxymethyl)oxolan-2-one

Details

• Internal ID: cf7f6b74-4e90-4f21-a708-ca980f8ff86a
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: (3S,4S)-4-[bis(7-methoxy-1,3-benzodioxol-5-yl)methyl]-3-(hydroxymethyl)oxolan-2-one
• InChI: InChI=1S/C22H22O9/c1-25-15-3-11(5-17-20(15)30-9-28-17)19(14-8-27-22(24)13(14)7-23)12-4-16(26-2)21-18(6-12)29-10-31-21/h3-6,13-14,19,23H,7-10H2,1-2H3/t13-,14-/m1/s1
• InChI Key: IOLQZNZXIUEYRV-ZIAGYGMSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₂O₉
• Molecular Weight: 430.40 g/mol
• Exact Mass: 430.12638228 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.07
• H-Bond Acceptor: 9
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9532	95.32%
Caco-2	+	0.6704	67.04%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7720	77.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9177	91.77%
OATP1B3 inhibitior	+	0.9558	95.58%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8478	84.78%
P-glycoprotein inhibitior	+	0.5960	59.60%
P-glycoprotein substrate	-	0.7066	70.66%
CYP3A4 substrate	+	0.5088	50.88%
CYP2C9 substrate	-	0.6043	60.43%
CYP2D6 substrate	-	0.8075	80.75%
CYP3A4 inhibition	+	0.9149	91.49%
CYP2C9 inhibition	+	0.7271	72.71%
CYP2C19 inhibition	+	0.8542	85.42%
CYP2D6 inhibition	-	0.5826	58.26%
CYP1A2 inhibition	-	0.6680	66.80%
CYP2C8 inhibition	-	0.9243	92.43%
CYP inhibitory promiscuity	+	0.8483	84.83%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5186	51.86%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.8909	89.09%
Skin irritation	-	0.7977	79.77%
Skin corrosion	-	0.9660	96.60%
Ames mutagenesis	-	0.5754	57.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6770	67.70%
Micronuclear	+	0.6059	60.59%
Hepatotoxicity	-	0.5489	54.89%
skin sensitisation	-	0.7088	70.88%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5579	55.79%
Acute Oral Toxicity (c)	III	0.4818	48.18%
Estrogen receptor binding	+	0.8260	82.60%
Androgen receptor binding	+	0.8035	80.35%
Thyroid receptor binding	+	0.6967	69.67%
Glucocorticoid receptor binding	+	0.8202	82.02%
Aromatase binding	-	0.5978	59.78%
PPAR gamma	+	0.5992	59.92%
Honey bee toxicity	-	0.7135	71.35%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9737	97.37%

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	97.30%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.73%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.19%	96.77%
CHEMBL2581	P07339	Cathepsin D	94.28%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	92.99%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.95%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.78%	94.45%
CHEMBL2413	P32246	C-C chemokine receptor type 1	88.74%	89.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.16%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.92%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.53%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.00%	97.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.94%	94.80%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.22%	96.61%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.10%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.07%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.91%	97.25%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.67%	97.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.19%	94.00%
CHEMBL4040	P28482	MAP kinase ERK2	81.89%	83.82%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.26%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.03%	95.89%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.02%	89.62%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.09%	90.71%

Plants that contains it

• Metanarthecium luteoviride
• Pandanus tectorius
• Peperomia blanda
• Sarcococca saligna

Cross-Links

• PubChem: 11711662
• NPASS: NPC164082
• LOTUS: LTS0272545
• wikiData: Q105116760