(4S,5R)-5-[2-(1,3-benzodioxol-5-yl)-3,4,5-trimethoxyphenyl]-4-methyl-3-methylideneoxolan-2-one

Details

• Internal ID: 59cfc360-8b50-45c4-9f46-1d5b695a0547
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: (4S,5R)-5-[2-(1,3-benzodioxol-5-yl)-3,4,5-trimethoxyphenyl]-4-methyl-3-methylideneoxolan-2-one
• SMILES (Canonical): CC1C(OC(=O)C1=C)C2=CC(=C(C(=C2C3=CC4=C(C=C3)OCO4)OC)OC)OC
• SMILES (Isomeric): C[C@@H]1[C@@H](OC(=O)C1=C)C2=CC(=C(C(=C2C3=CC4=C(C=C3)OCO4)OC)OC)OC
• InChI: InChI=1S/C22H22O7/c1-11-12(2)22(23)29-19(11)14-9-17(24-3)20(25-4)21(26-5)18(14)13-6-7-15-16(8-13)28-10-27-15/h6-9,11,19H,2,10H2,1,3-5H3/t11-,19+/m0/s1
• InChI Key: DAXOCPYXTSWKGW-JEOXALJRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₂O₇
• Molecular Weight: 398.40 g/mol
• Exact Mass: 398.13655304 g/mol
• Topological Polar Surface Area (TPSA): 72.50 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.90
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9953	99.53%
Caco-2	+	0.7942	79.42%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7193	71.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9116	91.16%
OATP1B3 inhibitior	+	0.9404	94.04%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.9431	94.31%
P-glycoprotein inhibitior	+	0.7934	79.34%
P-glycoprotein substrate	-	0.8724	87.24%
CYP3A4 substrate	+	0.6070	60.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8352	83.52%
CYP3A4 inhibition	+	0.9686	96.86%
CYP2C9 inhibition	+	0.8225	82.25%
CYP2C19 inhibition	+	0.9544	95.44%
CYP2D6 inhibition	-	0.7564	75.64%
CYP1A2 inhibition	+	0.5224	52.24%
CYP2C8 inhibition	+	0.5375	53.75%
CYP inhibitory promiscuity	+	0.9660	96.60%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5073	50.73%
Eye corrosion	-	0.9832	98.32%
Eye irritation	-	0.8786	87.86%
Skin irritation	-	0.7806	78.06%
Skin corrosion	-	0.9646	96.46%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7259	72.59%
Micronuclear	+	0.7674	76.74%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.5818	58.18%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.5500	55.00%
Acute Oral Toxicity (c)	III	0.4184	41.84%
Estrogen receptor binding	+	0.9055	90.55%
Androgen receptor binding	-	0.5094	50.94%
Thyroid receptor binding	+	0.8083	80.83%
Glucocorticoid receptor binding	+	0.8851	88.51%
Aromatase binding	+	0.7109	71.09%
PPAR gamma	+	0.6456	64.56%
Honey bee toxicity	-	0.7679	76.79%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9965	99.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.67%	85.14%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	96.75%	94.80%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	95.16%	80.96%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.91%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.46%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.11%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.73%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.84%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.27%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.08%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.79%	89.00%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	87.75%	95.53%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.69%	97.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.43%	94.00%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	85.80%	96.86%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.61%	96.09%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	84.90%	96.00%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	84.39%	82.67%
CHEMBL2535	P11166	Glucose transporter	83.35%	98.75%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	81.95%	96.09%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	81.66%	94.03%
CHEMBL3438	Q05513	Protein kinase C zeta	81.32%	88.48%
CHEMBL2803	P43403	Tyrosine-protein kinase ZAP-70	80.85%	82.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.41%	97.09%

Plants that contains it

• Eupomatia bennettii

Cross-Links

• PubChem: 23658623
• LOTUS: LTS0161876
• wikiData: Q104974091