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(3Z,3aS,5aR,7R,9aR,9bS)-3-[(3E,5E)-6,10-dimethyl-7-[(2R,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxyundeca-3,5,9-trien-2-ylidene]-7-hydroxy-3a,6,6,9a-tetramethyl-1,4,5,5a,7,8,9,9b-octahydrocyclopenta[a]naphthalen-2-one

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 5af9208c-f797-47b6-a659-8624bfd268dc
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3Z,3aS,5aR,7R,9aR,9bS)-3-[(3E,5E)-6,10-dimethyl-7-[(2R,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxyundeca-3,5,9-trien-2-ylidene]-7-hydroxy-3a,6,6,9a-tetramethyl-1,4,5,5a,7,8,9,9b-octahydrocyclopenta[a]naphthalen-2-one
SMILES (Canonical) CC(=CCC(C(=CC=CC(=C1C(=O)CC2C1(CCC3C2(CCC(C3(C)C)O)C)C)C)C)OC4C(C(C(CO4)O)O)O)C
SMILES (Isomeric) CC(=CCC(/C(=C/C=C/C(=C/1\C(=O)C[C@@H]2[C@@]1(CC[C@@H]3[C@@]2(CC[C@H](C3(C)C)O)C)C)/C)/C)O[C@@H]4[C@@H]([C@@H]([C@@H](CO4)O)O)O)C
InChI InChI=1S/C35H54O7/c1-20(2)12-13-25(42-32-31(40)30(39)24(37)19-41-32)21(3)10-9-11-22(4)29-23(36)18-27-34(7)17-15-28(38)33(5,6)26(34)14-16-35(27,29)8/h9-12,24-28,30-32,37-40H,13-19H2,1-8H3/b11-9+,21-10+,29-22+/t24-,25?,26+,27+,28-,30-,31-,32-,34+,35+/m1/s1
InChI Key CVGCKYFLYRWSIQ-CYDYFIDXSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C35H54O7
Molecular Weight 586.80 g/mol
Exact Mass 586.38695406 g/mol
Topological Polar Surface Area (TPSA) 116.00 Ų
XlogP 6.00
Atomic LogP (AlogP) 5.18
H-Bond Acceptor 7
H-Bond Donor 4
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3Z,3aS,5aR,7R,9aR,9bS)-3-[(3E,5E)-6,10-dimethyl-7-[(2R,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxyundeca-3,5,9-trien-2-ylidene]-7-hydroxy-3a,6,6,9a-tetramethyl-1,4,5,5a,7,8,9,9b-octahydrocyclopenta[a]naphthalen-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8958 89.58%
Caco-2 - 0.7977 79.77%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.8312 83.12%
OATP2B1 inhibitior - 0.8585 85.85%
OATP1B1 inhibitior + 0.8462 84.62%
OATP1B3 inhibitior + 0.8651 86.51%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7318 73.18%
BSEP inhibitior + 0.9774 97.74%
P-glycoprotein inhibitior + 0.7471 74.71%
P-glycoprotein substrate - 0.5794 57.94%
CYP3A4 substrate + 0.7234 72.34%
CYP2C9 substrate - 0.8021 80.21%
CYP2D6 substrate - 0.8863 88.63%
CYP3A4 inhibition - 0.9099 90.99%
CYP2C9 inhibition - 0.7775 77.75%
CYP2C19 inhibition - 0.8530 85.30%
CYP2D6 inhibition - 0.9298 92.98%
CYP1A2 inhibition - 0.8005 80.05%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.9049 90.49%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7080 70.80%
Eye corrosion - 0.9923 99.23%
Eye irritation - 0.9297 92.97%
Skin irritation + 0.5248 52.48%
Skin corrosion - 0.9476 94.76%
Ames mutagenesis - 0.5870 58.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7927 79.27%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.6498 64.98%
skin sensitisation - 0.8833 88.33%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.8565 85.65%
Acute Oral Toxicity (c) I 0.4485 44.85%
Estrogen receptor binding + 0.7153 71.53%
Androgen receptor binding + 0.5997 59.97%
Thyroid receptor binding + 0.5185 51.85%
Glucocorticoid receptor binding + 0.7282 72.82%
Aromatase binding + 0.6579 65.79%
PPAR gamma + 0.6300 63.00%
Honey bee toxicity - 0.6371 63.71%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9780 97.80%

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 97.84% 91.11%
CHEMBL2581 P07339 Cathepsin D 93.81% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 90.95% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.73% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.82% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.68% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 87.24% 91.24%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.53% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 86.14% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.97% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.24% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.21% 96.77%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.08% 82.69%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.43% 94.45%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.34% 90.71%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.68% 92.62%
CHEMBL255 P29275 Adenosine A2b receptor 81.08% 98.59%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.08% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.89% 89.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.19% 93.03%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 80.19% 80.96%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.06% 95.71%

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 44566280
LOTUS LTS0011818
wikiData Q104970727