Yangambin

Details

• Internal ID: 6e527016-1a66-4c08-babf-2ad8856cb83f
• Taxonomy: Lignans, neolignans and related compounds > Furanoid lignans
• IUPAC Name: (3S,3aR,6S,6aR)-3,6-bis(3,4,5-trimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan
• SMILES (Canonical): COC1=CC(=CC(=C1OC)OC)C2C3COC(C3CO2)C4=CC(=C(C(=C4)OC)OC)OC
• SMILES (Isomeric): COC1=CC(=CC(=C1OC)OC)[C@@H]2[C@H]3CO[C@@H]([C@H]3CO2)C4=CC(=C(C(=C4)OC)OC)OC
• InChI: InChI=1S/C24H30O8/c1-25-17-7-13(8-18(26-2)23(17)29-5)21-15-11-32-22(16(15)12-31-21)14-9-19(27-3)24(30-6)20(10-14)28-4/h7-10,15-16,21-22H,11-12H2,1-6H3/t15-,16-,21+,22+/m0/s1
• InChI Key: HRLFUIXSXUASEX-RZTYQLBFSA-N
• Popularity: 23 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₀O₈
• Molecular Weight: 446.50 g/mol
• Exact Mass: 446.19406791 g/mol
• Topological Polar Surface Area (TPSA): 73.80 Ų
• XlogP: 2.90

Synonyms

• 13060-14-5
• Yangabin
• Lirioresinol B, dimethyl-
• O,O-Dimethyllirioresinol B
• (+)-Yangabin
• (+)-Yangambin
• Lirioresinol B dimethyl ether
• ( )-Yangabin
• CCRIS 8944
• Lirioresinol B, O,O-dimethyl-
• (+)-O,O-Dimethyllirioresinol B
• (3S,3aR,6S,6aR)-3,6-bis(3,4,5-trimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan
• CHEMBL454592
• CHEBI:10088
• (+)-syringaresinol dimethyl ether
• 1H,3H-Furo(3,4-c)furan, tetrahydro-1,4-bis(3,4,5-trimethoxyphenyl)-, (1S,3aR,4S,6aR)-
• 1H,3H-Furo(3,4-c)furan, 3aalpha,4,6,6aalpha-tetrahydro-1alpha,4alpha-bis(3,4,5-trimethoxyphenyl)-
• 1H,3H-Furo(3,4-c)furan, tetrahydro-1,4-bis(3,4,5)-trimethoxyphenyl)-, 1alpha,3aalpha,4alpha,6aalpha)-
• ( )-O,O-Dimethyllirioresinol B
• Lirioresinol-B dimethyl ether
• SCHEMBL635902
• DTXSID601025819
• 1H,3H-Furo[3,4-c]furan, 3a.alpha.,4,6,6a.alpha.-tetrahydro-1.alpha.,4.alpha.-bis(3,4,5-trimethoxyphenyl)-
• 1H,3H-Furo[3,4-c]furan, tetrahydro-1,4-bis(3,4,5-trimethoxyphenyl)-, [1S-(1.alpha.,3a.alpha.,4.alpha.,6a.alpha.)]-
• HY-N4267
• BDBM50443539
• AKOS040760764
• MS-28063
• CS-0032586
• Q27108576
• tetrahydro-1,4-bis(3,4,5-trimethoxyphenyl)-1H,3H-furo[3,4-c]furan

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL220	P22303	Acetylcholinesterase	616 nM	IC50	via Super-PRED
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	16820 nM	IC50	PMID: 24224843

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.90%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.80%	91.11%
CHEMBL4302	P08183	P-glycoprotein 1	90.81%	92.98%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.58%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.84%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.71%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.80%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.25%	92.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.26%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.05%	92.94%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.06%	99.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.03%	89.62%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	80.84%	94.03%

Plants that contains it

• Achillea cretica
• Achillea holosericea
• Acicarpha tribuloides
• Aconitum palmatum
• Aconitum rotundifolium
• Acronychia pedunculata
• Aglaia leptantha
• Aglaia tomentosa
• Aniba rosaeodora
• Annona mucosa
• Ariocarpus fissuratus
• Artemisia absinthium
• Artemisia arborescens
• Bidens tripartita
• Carpesium faberi
• Cassytha filiformis
• Cheirolophus arbutifolius
• Codonopsis cordifolioidea
• Colocasia esculenta
• Corydalis sewerzowi
• Corymbia citriodora
• Culcitium albifolium
• Dahlstedtia pentaphylla
• Eriosema chinense
• Firmiana simplex
• Flemingia prostrata
• Genista sessilifolia
• Gomphostemma parviflorum
• Hasteola robusta
• Hippobroma longiflora
• Hirtellina fruticosa
• Hypericum japonicum
• Liriodendron tulipifera
• Magnolia biondii
• Magnolia denudata
• Magnolia kobus
• Morinda citrifolia
• Ocotea heterochroma
• Onoseris alata
• Peperomia vulcanica
• Piper acutifolium
• Psilotum nudum
• Rudbeckia scabrifolia
• Tinospora sinensis
• Trapa natans var. bicornis
• Vellozia streptophylla
• Virola elongata
• Virola peruviana
• Xyris indica

Cross-Links

• PubChem: 443028
• NPASS: NPC54321
• ChEMBL: CHEMBL454592
• LOTUS: LTS0082412
• wikiData: Q27108576