PlantaeDB Logo
Login Sign-up

Parguesterol 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

Top
Internal ID 7765d816-78ee-4fb8-9ef3-cf31a4196327
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name (3R,3aR,5aS,5bR,8S,10aS,10bS)-8-hydroxy-3a,5b-dimethyl-3-[(2R)-6-methyl-5-methylideneheptan-2-yl]-1,2,3,4,5,5a,6,7,8,9,10a,10b-dodecahydrocyclopenta[a]fluorene-10-carbaldehyde
SMILES (Canonical) CC(C)C(=C)CCC(C)C1CCC2C1(CCC3C2C(=C4C3(CCC(C4)O)C)C=O)C
SMILES (Isomeric) C[C@H](CCC(=C)C(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2C(=C4[C@@]3(CC[C@@H](C4)O)C)C=O)C
InChI InChI=1S/C28H44O2/c1-17(2)18(3)7-8-19(4)22-9-10-23-26-21(16-29)25-15-20(30)11-13-28(25,6)24(26)12-14-27(22,23)5/h16-17,19-20,22-24,26,30H,3,7-15H2,1-2,4-6H3/t19-,20+,22-,23+,24+,26+,27-,28-/m1/s1
InChI Key ZGCGMYXRXTYHNJ-RVHZRYLBSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C28H44O2
Molecular Weight 412.60 g/mol
Exact Mass 412.334130642 g/mol
Topological Polar Surface Area (TPSA) 37.30 Ų
XlogP 7.30
Atomic LogP (AlogP) 6.73
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

Top
(3R,3aR,5aS,5bR,8S,10aS,10bS)-8-hydroxy-3a,5b-dimethyl-3-((2R)-6-methyl-5-methylideneheptan-2-yl)-1,2,3,4,5,5a,6,7,8,9,10a,10b-dodecahydrocyclopenta(a)fluorene-10-carbaldehyde
(3R,3aR,5aS,5bR,8S,10aS,10bS)-8-hydroxy-3a,5b-dimethyl-3-[(2R)-6-methyl-5-methylideneheptan-2-yl]-1,2,3,4,5,5a,6,7,8,9,10a,10b-dodecahydrocyclopenta[a]fluorene-10-carbaldehyde
RefChem:170074
CHEMBL521161
(3R,3aR,5aS,5bR,8S,10aS,10bS)-3-[(1R)-1,5-dimethyl-4-methylene-hexyl]-8-hydroxy-3a,5b-dimethyl-1,2,3,4,5,5a,6,7,8,9,10a,10b-dodecahydrocyclopenta[a]fluorene-10-carbaldehyde

2D Structure

Top
2D Structure of Parguesterol A

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 + 0.5442 54.42%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.6915 69.15%
OATP2B1 inhibitior - 0.7296 72.96%
OATP1B1 inhibitior + 0.8072 80.72%
OATP1B3 inhibitior + 0.8632 86.32%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.7841 78.41%
P-glycoprotein inhibitior - 0.4613 46.13%
P-glycoprotein substrate - 0.5139 51.39%
CYP3A4 substrate + 0.6981 69.81%
CYP2C9 substrate - 0.7977 79.77%
CYP2D6 substrate - 0.8355 83.55%
CYP3A4 inhibition - 0.8222 82.22%
CYP2C9 inhibition - 0.9204 92.04%
CYP2C19 inhibition - 0.8756 87.56%
CYP2D6 inhibition - 0.9554 95.54%
CYP1A2 inhibition - 0.9392 93.92%
CYP2C8 inhibition - 0.7025 70.25%
CYP inhibitory promiscuity - 0.8129 81.29%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5805 58.05%
Eye corrosion - 0.9921 99.21%
Eye irritation - 0.9570 95.70%
Skin irritation + 0.5653 56.53%
Skin corrosion - 0.9614 96.14%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6586 65.86%
Micronuclear - 0.9400 94.00%
Hepatotoxicity + 0.5448 54.48%
skin sensitisation + 0.5652 56.52%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.5994 59.94%
Acute Oral Toxicity (c) I 0.5171 51.71%
Estrogen receptor binding + 0.8073 80.73%
Androgen receptor binding + 0.7748 77.48%
Thyroid receptor binding + 0.7400 74.00%
Glucocorticoid receptor binding + 0.8215 82.15%
Aromatase binding - 0.5182 51.82%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.7175 71.75%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9944 99.44%

Targets

Top

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 96.63% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.17% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.54% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.20% 94.45%
CHEMBL2581 P07339 Cathepsin D 94.09% 98.95%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 91.02% 90.71%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.23% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.08% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 89.16% 90.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.70% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.15% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.81% 95.89%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 85.43% 89.05%
CHEMBL2094135 Q96BI3 Gamma-secretase 84.92% 98.05%
CHEMBL3492 P49721 Proteasome Macropain subunit 84.37% 90.24%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.19% 100.00%
CHEMBL233 P35372 Mu opioid receptor 83.92% 97.93%
CHEMBL237 P41145 Kappa opioid receptor 83.58% 98.10%
CHEMBL1871 P10275 Androgen Receptor 83.56% 96.43%
CHEMBL1902 P62942 FK506-binding protein 1A 83.22% 97.05%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.39% 93.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.94% 82.69%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.23% 92.62%

Plants that contains it

Top
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

Top
PubChem 24770042
LOTUS LTS0138888
wikiData Q105375065