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(2R,3S,4S,5R,6S)-6-[[6-[(3S,3aR,6R,6aR)-3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-1,3-benzodioxol-5-yl]oxy]-5-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-2-(hydroxymethyl)oxane-3,4-diol

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 4a750c0a-a9bc-432b-9140-764aff10ed1b
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name (2R,3S,4S,5R,6S)-6-[[6-[(3S,3aR,6R,6aR)-3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-1,3-benzodioxol-5-yl]oxy]-5-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-2-(hydroxymethyl)oxane-3,4-diol
SMILES (Canonical) C1C2C(COC2C3=CC4=C(C=C3OC5C(C(C(C(O5)CO)O)O)OC6C(C(CO6)(CO)O)O)OCO4)C(O1)C7=CC8=C(C=C7)OCO8
SMILES (Isomeric) C1[C@H]2[C@H](CO[C@H]2C3=CC4=C(C=C3O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O[C@H]6[C@@H]([C@](CO6)(CO)O)O)OCO4)[C@H](O1)C7=CC8=C(C=C7)OCO8
InChI InChI=1S/C31H36O16/c32-6-22-23(34)24(35)27(47-30-28(36)31(37,9-33)10-40-30)29(46-22)45-18-5-21-20(43-12-44-21)4-14(18)26-16-8-38-25(15(16)7-39-26)13-1-2-17-19(3-13)42-11-41-17/h1-5,15-16,22-30,32-37H,6-12H2/t15-,16-,22+,23+,24-,25+,26-,27+,28-,29+,30-,31+/m0/s1
InChI Key LXPONZBPYFAEOO-GULFDLELSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C31H36O16
Molecular Weight 664.60 g/mol
Exact Mass 664.20033506 g/mol
Topological Polar Surface Area (TPSA) 214.00 Ų
XlogP -0.70
Atomic LogP (AlogP) -1.14
H-Bond Acceptor 16
H-Bond Donor 6
Rotatable Bonds 8

Synonyms

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164176-40-3

2D Structure

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2D Structure of (2R,3S,4S,5R,6S)-6-[[6-[(3S,3aR,6R,6aR)-3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-1,3-benzodioxol-5-yl]oxy]-5-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-2-(hydroxymethyl)oxane-3,4-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6144 61.44%
Caco-2 - 0.9004 90.04%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.6334 63.34%
OATP2B1 inhibitior - 0.8588 85.88%
OATP1B1 inhibitior + 0.8906 89.06%
OATP1B3 inhibitior + 0.9500 95.00%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.7659 76.59%
P-glycoprotein inhibitior + 0.5928 59.28%
P-glycoprotein substrate - 0.6564 65.64%
CYP3A4 substrate + 0.6625 66.25%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8169 81.69%
CYP3A4 inhibition - 0.6844 68.44%
CYP2C9 inhibition - 0.9043 90.43%
CYP2C19 inhibition - 0.7530 75.30%
CYP2D6 inhibition - 0.8203 82.03%
CYP1A2 inhibition - 0.8903 89.03%
CYP2C8 inhibition + 0.5727 57.27%
CYP inhibitory promiscuity - 0.7646 76.46%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5306 53.06%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.9192 91.92%
Skin irritation - 0.7938 79.38%
Skin corrosion - 0.9491 94.91%
Ames mutagenesis + 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9071 90.71%
Micronuclear + 0.5700 57.00%
Hepatotoxicity - 0.6802 68.02%
skin sensitisation - 0.8797 87.97%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity - 0.6768 67.68%
Acute Oral Toxicity (c) III 0.5251 52.51%
Estrogen receptor binding + 0.7903 79.03%
Androgen receptor binding + 0.6909 69.09%
Thyroid receptor binding - 0.4883 48.83%
Glucocorticoid receptor binding - 0.5650 56.50%
Aromatase binding + 0.5880 58.80%
PPAR gamma + 0.7309 73.09%
Honey bee toxicity - 0.6975 69.75%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9009 90.09%

Targets

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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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.25% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 97.37% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.72% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.58% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.61% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.23% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.84% 95.56%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.78% 96.77%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.94% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.20% 92.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.01% 100.00%
CHEMBL2581 P07339 Cathepsin D 84.89% 98.95%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.76% 96.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.51% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.36% 94.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 84.16% 94.80%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.05% 97.36%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.35% 95.89%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 83.01% 89.44%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 81.36% 85.49%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 81.31% 96.09%

Plants that contains it

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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.
Cuscuta australis
Cuscuta chinensis

Cross-Links

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PubChem 102405281
NPASS NPC26510
LOTUS LTS0243096
wikiData Q105159002