(3S,4S)-4-[(S)-(7-methoxy-1,3-benzodioxol-5-yl)-(3,4,5-trimethoxyphenyl)methyl]-3-methyloxolan-2-one

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

Top

Internal ID	0d7269de-99df-40a5-900e-eba294e11914
Taxonomy	Organoheterocyclic compounds > Benzodioxoles
IUPAC Name	(3S,4S)-4-[(S)-(7-methoxy-1,3-benzodioxol-5-yl)-(3,4,5-trimethoxyphenyl)methyl]-3-methyloxolan-2-one
SMILES (Canonical)	CC1C(COC1=O)C(C2=CC3=C(C(=C2)OC)OCO3)C4=CC(=C(C(=C4)OC)OC)OC
SMILES (Isomeric)	C[C@H]1[C@@H](COC1=O)[C@H](C2=CC3=C(C(=C2)OC)OCO3)C4=CC(=C(C(=C4)OC)OC)OC
InChI	InChI=1S/C23H26O8/c1-12-15(10-29-23(12)24)20(13-6-16(25-2)21(28-5)17(7-13)26-3)14-8-18(27-4)22-19(9-14)30-11-31-22/h6-9,12,15,20H,10-11H2,1-5H3/t12-,15+,20-/m0/s1
InChI Key	BKBNELRCROXDSH-VHPWJVAPSA-N
Popularity	5 references in papers

Physical and Chemical Properties

Top

Molecular Formula	C₂₃H₂₆O₈
Molecular Weight	430.40 g/mol
Exact Mass	430.16276778 g/mol
Topological Polar Surface Area (TPSA)	81.70 Å²
XlogP	3.80
Atomic LogP (AlogP)	3.39
H-Bond Acceptor	8
H-Bond Donor	0
Rotatable Bonds	7

Synonyms

Top

CHEMBL559875

SCHEMBL8479234

(3S)-3beta-Methyl-4alpha-[(S)-alpha-(7-methoxy-1,3-benzodioxole-5-yl)-3,4,5-trimethoxybenzyl]tetrahydrofuran-2-one

2D Structure

Top

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9900	99.00%
Caco-2	+	0.8290	82.90%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5644	56.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9388	93.88%
OATP1B3 inhibitior	+	0.9681	96.81%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9123	91.23%
P-glycoprotein inhibitior	+	0.6882	68.82%
P-glycoprotein substrate	-	0.7884	78.84%
CYP3A4 substrate	+	0.5439	54.39%
CYP2C9 substrate	-	0.7919	79.19%
CYP2D6 substrate	-	0.8293	82.93%
CYP3A4 inhibition	+	0.7613	76.13%
CYP2C9 inhibition	+	0.7121	71.21%
CYP2C19 inhibition	+	0.8768	87.68%
CYP2D6 inhibition	-	0.7140	71.40%
CYP1A2 inhibition	-	0.5565	55.65%
CYP2C8 inhibition	-	0.9026	90.26%
CYP inhibitory promiscuity	+	0.8363	83.63%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4486	44.86%
Eye corrosion	-	0.9843	98.43%
Eye irritation	-	0.8425	84.25%
Skin irritation	-	0.7968	79.68%
Skin corrosion	-	0.9658	96.58%
Ames mutagenesis	-	0.5854	58.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7295	72.95%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.6449	64.49%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.4729	47.29%
Acute Oral Toxicity (c)	III	0.4724	47.24%
Estrogen receptor binding	+	0.8595	85.95%
Androgen receptor binding	+	0.6667	66.67%
Thyroid receptor binding	+	0.7759	77.59%
Glucocorticoid receptor binding	+	0.8849	88.49%
Aromatase binding	-	0.5851	58.51%
PPAR gamma	+	0.6184	61.84%
Honey bee toxicity	-	0.5690	56.90%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9776	97.76%

Targets

Top

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4481	P35228	Nitric oxide synthase, inducible	97.40%	94.80%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.38%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.38%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.55%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.01%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.88%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.58%	96.00%
CHEMBL2581	P07339	Cathepsin D	88.73%	98.95%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	88.31%	96.86%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.13%	92.62%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	87.91%	82.67%
CHEMBL2413	P32246	C-C chemokine receptor type 1	87.69%	89.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.37%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.05%	86.33%
CHEMBL5203	P33316	dUTP pyrophosphatase	86.26%	99.18%
CHEMBL261	P00915	Carbonic anhydrase I	85.72%	96.76%
CHEMBL2535	P11166	Glucose transporter	85.56%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.14%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.89%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.56%	85.14%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.13%	89.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.65%	94.45%
CHEMBL1255126	O15151	Protein Mdm4	80.39%	90.20%

Plants that contains it

Top

Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Metanarthecium luteoviride