machilin G

Details

• Internal ID: 0b36acb7-9007-4907-8020-b066b790a947
• Taxonomy: Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 7,7-epoxylignans
• IUPAC Name: 5-[(2S,3S,4R,5R)-5-(3,4-dimethoxyphenyl)-3,4-dimethyloxolan-2-yl]-1,3-benzodioxole
• SMILES (Canonical): CC1C(C(OC1C2=CC3=C(C=C2)OCO3)C4=CC(=C(C=C4)OC)OC)C
• SMILES (Isomeric): C[C@H]1[C@H]([C@@H](O[C@@H]1C2=CC3=C(C=C2)OCO3)C4=CC(=C(C=C4)OC)OC)C
• InChI: InChI=1S/C21H24O5/c1-12-13(2)21(15-6-8-17-19(10-15)25-11-24-17)26-20(12)14-5-7-16(22-3)18(9-14)23-4/h5-10,12-13,20-21H,11H2,1-4H3/t12-,13+,20-,21+/m1/s1
• InChI Key: HSMDOSKNXLVXIP-QVEMZERUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄O₅
• Molecular Weight: 356.40 g/mol
• Exact Mass: 356.16237386 g/mol
• Topological Polar Surface Area (TPSA): 46.20 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.52
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• CHEMBL471177

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9914	99.14%
Caco-2	+	0.8389	83.89%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7103	71.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9262	92.62%
OATP1B3 inhibitior	+	0.9507	95.07%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7482	74.82%
P-glycoprotein inhibitior	+	0.8110	81.10%
P-glycoprotein substrate	-	0.9306	93.06%
CYP3A4 substrate	-	0.5230	52.30%
CYP2C9 substrate	-	0.7980	79.80%
CYP2D6 substrate	-	0.6891	68.91%
CYP3A4 inhibition	+	0.8826	88.26%
CYP2C9 inhibition	+	0.9289	92.89%
CYP2C19 inhibition	+	0.9352	93.52%
CYP2D6 inhibition	+	0.6130	61.30%
CYP1A2 inhibition	+	0.7377	73.77%
CYP2C8 inhibition	-	0.8122	81.22%
CYP inhibitory promiscuity	+	0.9577	95.77%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9308	93.08%
Carcinogenicity (trinary)	Warning	0.4123	41.23%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.9292	92.92%
Skin irritation	-	0.8020	80.20%
Skin corrosion	-	0.9727	97.27%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7837	78.37%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.7743	77.43%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.5071	50.71%
Acute Oral Toxicity (c)	III	0.6548	65.48%
Estrogen receptor binding	+	0.7727	77.27%
Androgen receptor binding	+	0.6814	68.14%
Thyroid receptor binding	+	0.7488	74.88%
Glucocorticoid receptor binding	+	0.6616	66.16%
Aromatase binding	-	0.5071	50.71%
PPAR gamma	+	0.7108	71.08%
Honey bee toxicity	-	0.9117	91.17%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9657	96.57%

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	95.60%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.65%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.15%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.64%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.76%	85.14%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.87%	94.80%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.67%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.37%	97.14%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	86.24%	96.86%
CHEMBL3438	Q05513	Protein kinase C zeta	85.46%	88.48%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	85.43%	82.67%
CHEMBL4208	P20618	Proteasome component C5	84.04%	90.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.73%	89.62%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.54%	93.99%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.47%	92.62%
CHEMBL2535	P11166	Glucose transporter	83.34%	98.75%
CHEMBL2581	P07339	Cathepsin D	82.54%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.54%	92.94%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	82.45%	94.03%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.89%	96.77%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.55%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.02%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.12%	94.45%

Plants that contains it

• Catalpa bignonioides
• Cirsium arvense var. integrifolium
• Entada phaseoloides
• Erymophyllum tenellum
• Esenbeckia nesiotica
• Hyptis tomentosa
• Ipomoea cristulata
• Machilus thunbergii
• Magnolia denudata
• Myristica fragrans
• Nothofagus menziesii
• Pancratium trianthum
• Piper pedicellosum
• Piper schmidtii
• Piper wightii
• Rhodotypos scandens
• Xanthostemon oppositifolius

Cross-Links

• PubChem: 10450921
• NPASS: NPC57119
• ChEMBL: CHEMBL471177
• LOTUS: LTS0244687
• wikiData: Q104400215