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(-)-sanguinolignan C

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 bfaea1c2-477b-474c-a567-c476d593341f
Taxonomy Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 9,9-epoxylignans > Dibenzylbutyrolactone lignans
IUPAC Name [(S)-[(3R,4S)-4-(1,3-benzodioxole-5-carbonyl)-5-oxooxolan-3-yl]-(3,4-dimethoxyphenyl)methyl] acetate
SMILES (Canonical) CC(=O)OC(C1COC(=O)C1C(=O)C2=CC3=C(C=C2)OCO3)C4=CC(=C(C=C4)OC)OC
SMILES (Isomeric) CC(=O)O[C@@H]([C@H]1COC(=O)[C@@H]1C(=O)C2=CC3=C(C=C2)OCO3)C4=CC(=C(C=C4)OC)OC
InChI InChI=1S/C23H22O9/c1-12(24)32-22(14-5-6-16(27-2)18(9-14)28-3)15-10-29-23(26)20(15)21(25)13-4-7-17-19(8-13)31-11-30-17/h4-9,15,20,22H,10-11H2,1-3H3/t15-,20-,22+/m0/s1
InChI Key VPEDPWUASQDKTN-GJULWVSJSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C23H22O9
Molecular Weight 442.40 g/mol
Exact Mass 442.12638228 g/mol
Topological Polar Surface Area (TPSA) 107.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 2.71
H-Bond Acceptor 9
H-Bond Donor 0
Rotatable Bonds 7

Synonyms

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CHEBI:70487
Sanguinolignan C
CHEMBL1641901
Q27138822
(-)-(8S,7'S,8'R)-7'-acetoxy-3,4-methylenedioxy-3',4'-dimethoxy-7-oxolignano-9,9'-lactone
(S)-[(3R,4S)-4-(2H-1,3-benzodioxole-5-carbonyl)-5-oxooxolan-3-yl](3,4-dimethoxyphenyl)methyl acetate

2D Structure

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2D Structure of (-)-sanguinolignan C

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9849 98.49%
Caco-2 + 0.5108 51.08%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.6668 66.68%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9083 90.83%
OATP1B3 inhibitior + 0.9683 96.83%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9629 96.29%
P-glycoprotein inhibitior + 0.9225 92.25%
P-glycoprotein substrate - 0.6196 61.96%
CYP3A4 substrate + 0.6048 60.48%
CYP2C9 substrate + 0.6000 60.00%
CYP2D6 substrate - 0.8646 86.46%
CYP3A4 inhibition + 0.7439 74.39%
CYP2C9 inhibition + 0.8837 88.37%
CYP2C19 inhibition + 0.8725 87.25%
CYP2D6 inhibition - 0.7404 74.04%
CYP1A2 inhibition - 0.6484 64.84%
CYP2C8 inhibition - 0.6775 67.75%
CYP inhibitory promiscuity + 0.8157 81.57%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9343 93.43%
Carcinogenicity (trinary) Non-required 0.4117 41.17%
Eye corrosion - 0.9811 98.11%
Eye irritation - 0.9002 90.02%
Skin irritation - 0.8391 83.91%
Skin corrosion - 0.9669 96.69%
Ames mutagenesis + 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3638 36.38%
Micronuclear + 0.7574 75.74%
Hepatotoxicity + 0.5449 54.49%
skin sensitisation + 0.4739 47.39%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity + 0.6285 62.85%
Acute Oral Toxicity (c) III 0.6040 60.40%
Estrogen receptor binding + 0.8846 88.46%
Androgen receptor binding + 0.7513 75.13%
Thyroid receptor binding + 0.6155 61.55%
Glucocorticoid receptor binding + 0.8750 87.50%
Aromatase binding - 0.7165 71.65%
PPAR gamma + 0.7074 70.74%
Honey bee toxicity - 0.8198 81.98%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6601 66.01%
Fish aquatic toxicity + 0.9713 97.13%

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
CHEMBL4481 P35228 Nitric oxide synthase, inducible 98.11% 94.80%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.32% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.79% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.43% 86.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 95.34% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.24% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.81% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.38% 89.00%
CHEMBL2581 P07339 Cathepsin D 91.56% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 89.71% 91.19%
CHEMBL1255126 O15151 Protein Mdm4 89.08% 90.20%
CHEMBL2535 P11166 Glucose transporter 88.72% 98.75%
CHEMBL4208 P20618 Proteasome component C5 88.22% 90.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.78% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.33% 95.89%
CHEMBL2413 P32246 C-C chemokine receptor type 1 86.09% 89.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.89% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.03% 97.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.90% 96.00%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 83.13% 80.96%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 82.77% 89.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.47% 94.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.50% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.53% 97.09%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 80.18% 85.30%

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.
Piper obliquum

Cross-Links

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PubChem 50908725
LOTUS LTS0022120
wikiData Q27138822