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Schweinfurthin B

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 eaa71576-f015-46d9-b686-38bb2d455b35
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthenes
IUPAC Name (2S,3R,4aR,9aR)-7-[(E)-2-[4-[(2E)-3,7-dimethylocta-2,6-dienyl]-3,5-dihydroxyphenyl]ethenyl]-5-methoxy-1,1,4a-trimethyl-3,4,9,9a-tetrahydro-2H-xanthene-2,3-diol
SMILES (Canonical) CC(=CCCC(=CCC1=C(C=C(C=C1O)C=CC2=CC3=C(C(=C2)OC)OC4(CC(C(C(C4C3)(C)C)O)O)C)O)C)C
SMILES (Isomeric) CC(=CCC/C(=C/CC1=C(C=C(C=C1O)/C=C/C2=CC3=C(C(=C2)OC)O[C@@]4(C[C@H]([C@H](C([C@H]4C3)(C)C)O)O)C)O)/C)C
InChI InChI=1S/C35H46O6/c1-21(2)9-8-10-22(3)11-14-26-27(36)16-24(17-28(26)37)13-12-23-15-25-19-31-34(4,5)33(39)29(38)20-35(31,6)41-32(25)30(18-23)40-7/h9,11-13,15-18,29,31,33,36-39H,8,10,14,19-20H2,1-7H3/b13-12+,22-11+/t29-,31-,33-,35-/m1/s1
InChI Key UPTXDGJFJGCFDE-NASSATPLSA-N
Popularity 12 references in papers

Physical and Chemical Properties

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Molecular Formula C35H46O6
Molecular Weight 562.70 g/mol
Exact Mass 562.32943918 g/mol
Topological Polar Surface Area (TPSA) 99.40 Ų
XlogP 7.80
Atomic LogP (AlogP) 6.97
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 8

Synonyms

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217476-93-2
NSC696118
(2S,3R,4aR,9aR)-7-[(E)-2-[4-[(2E)-3,7-dimethylocta-2,6-dienyl]-3,5-dihydroxyphenyl]ethenyl]-5-methoxy-1,1,4a-trimethyl-3,4,9,9a-tetrahydro-2H-xanthene-2,3-diol
SCHEMBL847454
CHEMBL232243
DTXSID40349187
NSC-696118
(2S,3R,4aR,9aR)-7-((E)-2-{4-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-3,5-dihydroxyphenyl}vinyl)-5-methoxy-1,1,4a-trimethyl-2,3,4,4a,9,9a-hexahydro-1H-xanthene-2,3-diol
1H-xanthene-2,3-diol, 7-[(E)-2-[4-[(2E)-3,7-dimethyl-2,6-octadienyl]-3,5-dihydroxyphenyl]ethenyl]-2,3,4,4a,9,9a-hexahydro-5-methoxy-1,1,4a-trimethyl-, (2S,3R,4aR,9aR)-
InChI=1/C35H46O6/c1-21(2)9-8-10-22(3)11-14-26-27(36)16-24(17-28(26)37)13-12-23-15-25-19-31-34(4,5)33(39)29(38)20-35(31,6)41-32(25)30(18-23)40-7/h9,11-13,15-18,29,31,33,36-39H,8,10,14,19-20H2,1-7H3/b13-12+,22-11+/t29-,31-,33-,35-/m1/s

2D Structure

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2D Structure of Schweinfurthin B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9398 93.98%
Caco-2 - 0.7787 77.87%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.6107 61.07%
OATP2B1 inhibitior - 0.7144 71.44%
OATP1B1 inhibitior + 0.8481 84.81%
OATP1B3 inhibitior + 0.9239 92.39%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9912 99.12%
P-glycoprotein inhibitior + 0.8308 83.08%
P-glycoprotein substrate - 0.5245 52.45%
CYP3A4 substrate + 0.6628 66.28%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.6652 66.52%
CYP3A4 inhibition - 0.7767 77.67%
CYP2C9 inhibition - 0.6746 67.46%
CYP2C19 inhibition - 0.5089 50.89%
CYP2D6 inhibition - 0.8341 83.41%
CYP1A2 inhibition + 0.5723 57.23%
CYP2C8 inhibition + 0.6638 66.38%
CYP inhibitory promiscuity - 0.7919 79.19%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7386 73.86%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9180 91.80%
Skin irritation - 0.7237 72.37%
Skin corrosion - 0.9346 93.46%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9084 90.84%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.6172 61.72%
skin sensitisation - 0.8279 82.79%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.7249 72.49%
Acute Oral Toxicity (c) III 0.3689 36.89%
Estrogen receptor binding + 0.7955 79.55%
Androgen receptor binding + 0.7496 74.96%
Thyroid receptor binding + 0.6053 60.53%
Glucocorticoid receptor binding + 0.7875 78.75%
Aromatase binding + 0.6995 69.95%
PPAR gamma + 0.7177 71.77%
Honey bee toxicity - 0.6626 66.26%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9893 98.93%

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 99.72% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.49% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.38% 85.14%
CHEMBL241 Q14432 Phosphodiesterase 3A 93.75% 92.94%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 93.54% 92.68%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.15% 94.45%
CHEMBL1951 P21397 Monoamine oxidase A 92.71% 91.49%
CHEMBL3401 O75469 Pregnane X receptor 91.42% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.35% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.57% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.55% 96.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.91% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.01% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.68% 99.17%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.01% 97.14%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.74% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.33% 100.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.10% 89.50%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.81% 96.90%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.30% 89.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 81.05% 97.21%
CHEMBL2581 P07339 Cathepsin D 80.78% 98.95%

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.
Macaranga schweinfurthii

Cross-Links

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PubChem 643463
LOTUS LTS0035288
wikiData Q82124265