Cuscutoside B

Details

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Internal ID 2cb91414-2f32-4954-a746-2c117741df4e
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name (2S,3R,4S,5S,6R)-2-[[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]-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxane-3,4,5-triol
SMILES (Canonical) C1C2C(COC2C3=CC4=C(C=C3OC5C(C(C(C(O5)COC6C(C(C(CO6)O)O)O)O)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[C@H]6[C@@H]([C@H]([C@@H](CO6)O)O)O)O)O)O)OCO4)[C@H](O1)C7=CC8=C(C=C7)OCO8
InChI InChI=1S/C31H36O16/c32-16-8-40-30(26(36)23(16)33)41-9-22-24(34)25(35)27(37)31(47-22)46-18-5-21-20(44-11-45-21)4-13(18)29-15-7-38-28(14(15)6-39-29)12-1-2-17-19(3-12)43-10-42-17/h1-5,14-16,22-37H,6-11H2/t14-,15-,16+,22+,23-,24+,25-,26+,27+,28+,29-,30-,31+/m0/s1
InChI Key KRCLFCBIYUXSNO-ZERZVZQNSA-N
Popularity 0 references 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 -1.60
Atomic LogP (AlogP) -1.14
H-Bond Acceptor 16
H-Bond Donor 6
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of Cuscutoside B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6474 64.74%
Caco-2 - 0.8846 88.46%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.6730 67.30%
OATP2B1 inhibitior - 0.8583 85.83%
OATP1B1 inhibitior + 0.8970 89.70%
OATP1B3 inhibitior + 0.9324 93.24%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.8164 81.64%
P-glycoprotein inhibitior - 0.4451 44.51%
P-glycoprotein substrate - 0.7687 76.87%
CYP3A4 substrate + 0.6191 61.91%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7904 79.04%
CYP3A4 inhibition - 0.5609 56.09%
CYP2C9 inhibition - 0.8819 88.19%
CYP2C19 inhibition - 0.7046 70.46%
CYP2D6 inhibition - 0.7448 74.48%
CYP1A2 inhibition - 0.8515 85.15%
CYP2C8 inhibition + 0.4948 49.48%
CYP inhibitory promiscuity - 0.6619 66.19%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5355 53.55%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.9123 91.23%
Skin irritation - 0.8005 80.05%
Skin corrosion - 0.9532 95.32%
Ames mutagenesis + 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8135 81.35%
Micronuclear + 0.6500 65.00%
Hepatotoxicity - 0.8101 81.01%
skin sensitisation - 0.8754 87.54%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.8715 87.15%
Acute Oral Toxicity (c) III 0.5876 58.76%
Estrogen receptor binding + 0.7889 78.89%
Androgen receptor binding + 0.6446 64.46%
Thyroid receptor binding - 0.5483 54.83%
Glucocorticoid receptor binding - 0.5726 57.26%
Aromatase binding - 0.4835 48.35%
PPAR gamma + 0.7153 71.53%
Honey bee toxicity - 0.7887 78.87%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.7049 70.49%
Fish aquatic toxicity + 0.9452 94.52%

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 99.01% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.41% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.56% 97.09%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 94.07% 89.62%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.63% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.48% 96.77%
CHEMBL226 P30542 Adenosine A1 receptor 91.32% 95.93%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.85% 92.62%
CHEMBL2581 P07339 Cathepsin D 89.49% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.64% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.20% 89.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 86.82% 94.80%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.59% 95.89%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.02% 95.83%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.40% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.28% 100.00%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 81.06% 95.78%

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 101678918
NPASS NPC87238
LOTUS LTS0095184
wikiData Q105144929