(2R,3R,4S)-4-[bis(7-methoxy-1,3-benzodioxol-5-yl)methyl]-3-methyloxolan-2-ol

Details

• Internal ID: 9a53d2fe-4a53-420e-8151-c01a817ec62f
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: (2R,3R,4S)-4-[bis(7-methoxy-1,3-benzodioxol-5-yl)methyl]-3-methyloxolan-2-ol
• SMILES (Canonical): CC1C(COC1O)C(C2=CC3=C(C(=C2)OC)OCO3)C4=CC5=C(C(=C4)OC)OCO5
• SMILES (Isomeric): C[C@@H]1[C@@H](CO[C@H]1O)C(C2=CC3=C(C(=C2)OC)OCO3)C4=CC5=C(C(=C4)OC)OCO5
• InChI: InChI=1S/C22H24O8/c1-11-14(8-26-22(11)23)19(12-4-15(24-2)20-17(6-12)27-9-29-20)13-5-16(25-3)21-18(7-13)28-10-30-21/h4-7,11,14,19,22-23H,8-10H2,1-3H3/t11-,14-,22-/m1/s1
• InChI Key: SNBUNJUZIKRKCA-MHLYXQECSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₄O₈
• Molecular Weight: 416.40 g/mol
• Exact Mass: 416.14711772 g/mol
• Topological Polar Surface Area (TPSA): 84.80 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9637	96.37%
Caco-2	+	0.7403	74.03%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5631	56.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9261	92.61%
OATP1B3 inhibitior	+	0.9556	95.56%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7519	75.19%
P-glycoprotein inhibitior	+	0.6012	60.12%
P-glycoprotein substrate	-	0.7276	72.76%
CYP3A4 substrate	+	0.5071	50.71%
CYP2C9 substrate	-	0.7983	79.83%
CYP2D6 substrate	-	0.7460	74.60%
CYP3A4 inhibition	+	0.5919	59.19%
CYP2C9 inhibition	+	0.7244	72.44%
CYP2C19 inhibition	+	0.7548	75.48%
CYP2D6 inhibition	-	0.7981	79.81%
CYP1A2 inhibition	-	0.5808	58.08%
CYP2C8 inhibition	-	0.8895	88.95%
CYP inhibitory promiscuity	+	0.7092	70.92%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4321	43.21%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9273	92.73%
Skin irritation	-	0.7871	78.71%
Skin corrosion	-	0.9568	95.68%
Ames mutagenesis	-	0.5154	51.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7485	74.85%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.7877	78.77%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.8688	86.88%
Acute Oral Toxicity (c)	I	0.3602	36.02%
Estrogen receptor binding	+	0.8008	80.08%
Androgen receptor binding	+	0.7171	71.71%
Thyroid receptor binding	+	0.7851	78.51%
Glucocorticoid receptor binding	+	0.7581	75.81%
Aromatase binding	-	0.5389	53.89%
PPAR gamma	+	0.6772	67.72%
Honey bee toxicity	-	0.6327	63.27%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9612	96.12%

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	97.04%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.76%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.06%	96.77%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	91.47%	89.62%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.20%	94.80%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.38%	92.62%
CHEMBL2413	P32246	C-C chemokine receptor type 1	86.86%	89.50%
CHEMBL2581	P07339	Cathepsin D	86.45%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.08%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.85%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.41%	86.33%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	85.15%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.64%	95.56%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	84.22%	82.67%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.10%	98.75%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.54%	97.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.95%	95.89%
CHEMBL4208	P20618	Proteasome component C5	80.91%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.73%	96.00%
CHEMBL5203	P33316	dUTP pyrophosphatase	80.38%	99.18%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.28%	94.45%

Plants that contains it

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

Cross-Links

• PubChem: 11704381
• NPASS: NPC56091
• LOTUS: LTS0098775
• wikiData: Q105256330