Buddlenol C

Details

• Internal ID: 4616807b-a7f5-4b69-9e6e-f1d3c39d5b34
• Taxonomy: Lignans, neolignans and related compounds > Furanoid lignans
• IUPAC Name: 2-[4-[3-(4-hydroxy-3,5-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2,6-dimethoxyphenoxy]-1-(4-hydroxy-3-methoxyphenyl)propane-1,3-diol
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)C2C3COC(C3CO2)C4=CC(=C(C(=C4)OC)OC(CO)C(C5=CC(=C(C=C5)O)OC)O)OC
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)C2C3COC(C3CO2)C4=CC(=C(C(=C4)OC)OC(CO)C(C5=CC(=C(C=C5)O)OC)O)OC
• InChI: InChI=1S/C32H38O12/c1-37-22-8-16(6-7-21(22)34)28(35)27(13-33)44-32-25(40-4)11-18(12-26(32)41-5)31-20-15-42-30(19(20)14-43-31)17-9-23(38-2)29(36)24(10-17)39-3/h6-12,19-20,27-28,30-31,33-36H,13-15H2,1-5H3
• InChI Key: FITCDKVKQIBVRK-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₈O₁₂
• Molecular Weight: 614.60 g/mol
• Exact Mass: 614.23632664 g/mol
• Topological Polar Surface Area (TPSA): 155.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.69
• H-Bond Acceptor: 12
• H-Bond Donor: 4
• Rotatable Bonds: 12

Synonyms

• NSC603538
• G-b-S-r-S
• bmse010110
• 97465-73-1
• NSC-603538
• guaiacylglycerol beta-syringaresinol ether
• AC1L73A1
• SCHEMBL15172307
• CHEBI:86635
• DTXSID201100495
• G(8-O-4)S(8-8)S
• 2-[4-[3-(4-hydroxy-3,5-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2,6-dimethoxyphenoxy]-1-(4-hydroxy-3-methoxyphenyl)propane-1,3-diol
• Q27105115
• 2-[2,6-Dimethoxy-4-[tetrahydro-4-(4-hydroxy-3,5-dimethoxyphenyl)-1H,3H-furo[3,4-c]furan-1-yl]phenoxy]-1-(4-hydroxy-3-methoxyphenyl)-1,3-propanediol
• 2-[4-[3-(4-hydroxy-3,5-dimethoxy-phenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2,6-dimethoxy-phenoxy]-1-(4-hydroxy-3-methoxy-phenyl)propane-1,3-diol
• 2-{4-[4-(4-hydroxy-3,5-dimethoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-2,6-dimethoxyphenoxy}-1-(4-hydroxy-3-methoxyphenyl)propane-1,3-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9551	95.51%
Caco-2	-	0.7972	79.72%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7419	74.19%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.8652	86.52%
OATP1B3 inhibitior	+	0.9399	93.99%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.5597	55.97%
P-glycoprotein inhibitior	+	0.7711	77.11%
P-glycoprotein substrate	-	0.5648	56.48%
CYP3A4 substrate	+	0.5622	56.22%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	+	0.4103	41.03%
CYP3A4 inhibition	-	0.6110	61.10%
CYP2C9 inhibition	-	0.6315	63.15%
CYP2C19 inhibition	-	0.5539	55.39%
CYP2D6 inhibition	-	0.9114	91.14%
CYP1A2 inhibition	-	0.7664	76.64%
CYP2C8 inhibition	+	0.5742	57.42%
CYP inhibitory promiscuity	+	0.7224	72.24%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5644	56.44%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9056	90.56%
Skin irritation	-	0.8466	84.66%
Skin corrosion	-	0.9618	96.18%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7151	71.51%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.8150	81.50%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.9589	95.89%
Acute Oral Toxicity (c)	III	0.6511	65.11%
Estrogen receptor binding	+	0.8165	81.65%
Androgen receptor binding	+	0.7110	71.10%
Thyroid receptor binding	+	0.6909	69.09%
Glucocorticoid receptor binding	+	0.7454	74.54%
Aromatase binding	+	0.5194	51.94%
PPAR gamma	+	0.6599	65.99%
Honey bee toxicity	-	0.8599	85.99%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.8938	89.38%

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	98.98%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.45%	96.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	95.08%	89.62%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.37%	99.15%
CHEMBL2581	P07339	Cathepsin D	91.81%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.19%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.51%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.50%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.98%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.57%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.50%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.07%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.01%	96.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.12%	100.00%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	83.91%	92.68%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.71%	94.45%
CHEMBL4208	P20618	Proteasome component C5	81.85%	90.00%
CHEMBL2535	P11166	Glucose transporter	80.93%	98.75%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	80.85%	85.49%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	80.04%	89.44%

Plants that contains it

• Bambusa emeiensis
• Buddleja davidii
• Picrasma quassioides
• Populus tremula
• Senna occidentalis
• Tarenna attenuata

Cross-Links

• PubChem: 353908
• LOTUS: LTS0275742
• wikiData: Q27105115