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gymnasterone 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 4a39160c-935a-4196-b46f-d00181de2b8a
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids
IUPAC Name (2R,4R,6R,7R,10R,11R,16R)-6-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-7,11-dimethyl-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadec-1(18)-ene-14,17-dione
SMILES (Canonical) CC(C)C(C)C=CC(C)C1CC2C3(C1(CCC4C3=CC(=O)C5C4(CCC(=O)C5)C)C)O2
SMILES (Isomeric) C[C@H](/C=C/[C@H](C)C(C)C)[C@H]1C[C@@H]2[C@]3([C@@]1(CC[C@H]4C3=CC(=O)[C@H]5[C@@]4(CCC(=O)C5)C)C)O2
InChI InChI=1S/C28H40O3/c1-16(2)17(3)7-8-18(4)21-15-25-28(31-25)22-14-24(30)23-13-19(29)9-11-26(23,5)20(22)10-12-27(21,28)6/h7-8,14,16-18,20-21,23,25H,9-13,15H2,1-6H3/b8-7+/t17-,18+,20-,21+,23-,25+,26+,27+,28+/m0/s1
InChI Key NMGBSMCZPMYTKL-DBRZCXIFSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H40O3
Molecular Weight 424.60 g/mol
Exact Mass 424.29774513 g/mol
Topological Polar Surface Area (TPSA) 46.70 Ų
XlogP 4.70
Atomic LogP (AlogP) 5.93
H-Bond Acceptor 3
H-Bond Donor 0
Rotatable Bonds 4

Synonyms

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(2R,4R,6R,7R,10R,11R,16R)-6-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-7,11-dimethyl-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadec-1(18)-ene-14,17-dione
(2R,4R,6R,7R,10R,11R,16R)-6-((E)-5,6-dimethylhept-3-en-2-yl)-7,11-dimethyl-3-oxapentacyclo(8.8.0.02,4.02,7.011,16)octadec-1(18)-ene-14,17-dione
(2R,4R,6R,7R,10R,11R,16R)-6-((E,2R,5R)-5,6-dimethylhept-3-en-2-yl)-7,11-dimethyl-3-oxapentacyclo(8.8.0.02,4.02,7.011,16)octadec-1(18)-ene-14,17-dione
(2R,4R,6R,7R,10R,11R,16R)-6-[(E)-5,6-dimethylhept-3-en-2-yl]-7,11-dimethyl-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadec-1(18)-ene-14,17-dione
RefChem:144864
209169-58-4
CHEMBL251666
CHEBI:199250

2D Structure

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2D Structure of gymnasterone B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9955 99.55%
Caco-2 + 0.5678 56.78%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability + 0.6000 60.00%
Subcellular localzation Mitochondria 0.7612 76.12%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8501 85.01%
OATP1B3 inhibitior + 0.9835 98.35%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior + 0.5250 52.50%
BSEP inhibitior + 0.8838 88.38%
P-glycoprotein inhibitior + 0.6721 67.21%
P-glycoprotein substrate - 0.5755 57.55%
CYP3A4 substrate + 0.6636 66.36%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8719 87.19%
CYP3A4 inhibition - 0.7837 78.37%
CYP2C9 inhibition - 0.7866 78.66%
CYP2C19 inhibition - 0.7625 76.25%
CYP2D6 inhibition - 0.9285 92.85%
CYP1A2 inhibition - 0.7038 70.38%
CYP2C8 inhibition - 0.5786 57.86%
CYP inhibitory promiscuity - 0.8312 83.12%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6011 60.11%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9612 96.12%
Skin irritation - 0.5274 52.74%
Skin corrosion - 0.9144 91.44%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3590 35.90%
Micronuclear - 0.6700 67.00%
Hepatotoxicity + 0.5875 58.75%
skin sensitisation - 0.5349 53.49%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.6620 66.20%
Acute Oral Toxicity (c) III 0.6893 68.93%
Estrogen receptor binding + 0.8194 81.94%
Androgen receptor binding + 0.7251 72.51%
Thyroid receptor binding + 0.6691 66.91%
Glucocorticoid receptor binding + 0.7942 79.42%
Aromatase binding + 0.5722 57.22%
PPAR gamma + 0.5644 56.44%
Honey bee toxicity - 0.7265 72.65%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.6700 67.00%
Fish aquatic toxicity + 0.9878 98.78%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.28% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.92% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.75% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.19% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.80% 82.69%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 92.18% 85.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.79% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.63% 95.89%
CHEMBL2581 P07339 Cathepsin D 89.14% 98.95%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.04% 97.14%
CHEMBL5203 P33316 dUTP pyrophosphatase 86.51% 99.18%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.81% 93.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.77% 99.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.61% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.48% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.09% 86.33%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 83.32% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.09% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.97% 91.07%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.55% 97.33%
CHEMBL226 P30542 Adenosine A1 receptor 80.52% 95.93%

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.
There are no matching plants.

Cross-Links

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PubChem 24179237
LOTUS LTS0267655
wikiData Q75065009