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Schweinfurthin A

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 06731cca-c864-4269-aadd-378303e2af7a
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]-1,1,4a-trimethyl-3,4,9,9a-tetrahydro-2H-xanthene-2,3,5-triol
SMILES (Canonical) CC(=CCCC(=CCC1=C(C=C(C=C1O)C=CC2=CC3=C(C(=C2)O)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)O)O[C@@]4(C[C@H]([C@H](C([C@H]4C3)(C)C)O)O)C)O)/C)C
InChI InChI=1S/C34H44O6/c1-20(2)8-7-9-21(3)10-13-25-26(35)15-23(16-27(25)36)12-11-22-14-24-18-30-33(4,5)32(39)29(38)19-34(30,6)40-31(24)28(37)17-22/h8,10-12,14-17,29-30,32,35-39H,7,9,13,18-19H2,1-6H3/b12-11+,21-10+/t29-,30-,32-,34-/m1/s1
InChI Key HSDZWMOBUPRZEU-LXYWBZBZSA-N
Popularity 10 references in papers

Physical and Chemical Properties

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Molecular Formula C34H44O6
Molecular Weight 548.70 g/mol
Exact Mass 548.31378912 g/mol
Topological Polar Surface Area (TPSA) 110.00 Ų
XlogP 7.50
Atomic LogP (AlogP) 6.67
H-Bond Acceptor 6
H-Bond Donor 5
Rotatable Bonds 7

Synonyms

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217476-92-1
(2S,3R,4aR,9aR)-7-[(E)-2-[4-[(2E)-3,7-dimethylocta-2,6-dienyl]-3,5-dihydroxyphenyl]ethenyl]-1,1,4a-trimethyl-3,4,9,9a-tetrahydro-2H-xanthene-2,3,5-triol
SCHEMBL847068
CHEMBL232644
DTXSID80349186
NSC696119
NSC-696119
(2S,3R,4aR,9aR)-7-((E)-2-{4-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-3,5-dihydroxyphenyl}vinyl)-1,1,4a-trimethyl-2,3,4,4a,9,9a-hexahydro-1H-xanthene-2,3,5-triol
1H-xanthene-2,3,5-triol, 7-[(E)-2-[4-[(2E)-3,7-dimethyl-2,6-octadienyl]-3,5-dihydroxyphenyl]ethenyl]-2,3,4,4a,9,9a-hexahydro-1,1,4a-trimethyl-, (2S,3R,4aR,9aR)-
1H-Xanthene-2,5-triol, 2,3,4,4a,9,9a-hexahydro-1,1,4a-trimethyl- 7-[2-[3,5-dihydroxy-4-(5,7-dimethyl- 2,6-octadienyl)phenyl]ethenyl]-
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Schweinfurthin A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9474 94.74%
Caco-2 - 0.8053 80.53%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.6128 61.28%
OATP2B1 inhibitior - 0.5709 57.09%
OATP1B1 inhibitior + 0.8424 84.24%
OATP1B3 inhibitior + 0.9326 93.26%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9885 98.85%
P-glycoprotein inhibitior + 0.7834 78.34%
P-glycoprotein substrate - 0.5923 59.23%
CYP3A4 substrate + 0.6327 63.27%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.6652 66.52%
CYP3A4 inhibition - 0.7647 76.47%
CYP2C9 inhibition - 0.7591 75.91%
CYP2C19 inhibition - 0.5842 58.42%
CYP2D6 inhibition - 0.8826 88.26%
CYP1A2 inhibition - 0.5355 53.55%
CYP2C8 inhibition + 0.5148 51.48%
CYP inhibitory promiscuity - 0.8049 80.49%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.7207 72.07%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.9169 91.69%
Skin irritation - 0.6834 68.34%
Skin corrosion - 0.9273 92.73%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9115 91.15%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.6922 69.22%
skin sensitisation - 0.7930 79.30%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.7264 72.64%
Acute Oral Toxicity (c) III 0.4278 42.78%
Estrogen receptor binding + 0.7762 77.62%
Androgen receptor binding + 0.7558 75.58%
Thyroid receptor binding + 0.5874 58.74%
Glucocorticoid receptor binding + 0.7558 75.58%
Aromatase binding + 0.7004 70.04%
PPAR gamma + 0.7583 75.83%
Honey bee toxicity - 0.7434 74.34%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9941 99.41%

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 99.69% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 97.07% 91.49%
CHEMBL3401 O75469 Pregnane X receptor 94.52% 94.73%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.64% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.15% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.79% 94.45%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 88.76% 92.68%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.10% 92.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.58% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.31% 86.33%
CHEMBL2581 P07339 Cathepsin D 85.91% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.45% 97.09%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 84.57% 83.57%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.13% 95.89%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.68% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.38% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.43% 89.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.08% 96.90%
CHEMBL233 P35372 Mu opioid receptor 81.82% 97.93%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.57% 96.00%
CHEMBL221 P23219 Cyclooxygenase-1 80.52% 90.17%

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 643462
LOTUS LTS0065818
wikiData Q82124263