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(1S,4aR,4bR,7R,10aR)-7-ethenyl-1,4a,7-trimethyl-1-[[(2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-4,4b,5,6,10,10a-hexahydro-3H-phenanthrene-2,9-dione

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 e666b406-cb76-4346-8d1d-61909dbca5f3
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name (1S,4aR,4bR,7R,10aR)-7-ethenyl-1,4a,7-trimethyl-1-[[(2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-4,4b,5,6,10,10a-hexahydro-3H-phenanthrene-2,9-dione
SMILES (Canonical) CC1(CCC2C(=C1)C(=O)CC3C2(CCC(=O)C3(C)COC4C(C(C(C(O4)CO)O)O)O)C)C=C
SMILES (Isomeric) C[C@@]1(CC[C@H]2C(=C1)C(=O)C[C@@H]3[C@@]2(CCC(=O)[C@]3(C)CO[C@H]4[C@H]([C@@H]([C@@H]([C@H](O4)CO)O)O)O)C)C=C
InChI InChI=1S/C26H38O8/c1-5-24(2)8-6-15-14(11-24)16(28)10-18-25(15,3)9-7-19(29)26(18,4)13-33-23-22(32)21(31)20(30)17(12-27)34-23/h5,11,15,17-18,20-23,27,30-32H,1,6-10,12-13H2,2-4H3/t15-,17+,18+,20+,21+,22-,23+,24-,25+,26+/m0/s1
InChI Key PVHZQYVWEOHBBM-KGVYCWKCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H38O8
Molecular Weight 478.60 g/mol
Exact Mass 478.25666817 g/mol
Topological Polar Surface Area (TPSA) 134.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 1.30
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,4aR,4bR,7R,10aR)-7-ethenyl-1,4a,7-trimethyl-1-[[(2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-4,4b,5,6,10,10a-hexahydro-3H-phenanthrene-2,9-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6830 68.30%
Caco-2 - 0.7532 75.32%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8378 83.78%
OATP2B1 inhibitior - 0.7170 71.70%
OATP1B1 inhibitior + 0.8881 88.81%
OATP1B3 inhibitior - 0.2891 28.91%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.5048 50.48%
BSEP inhibitior + 0.6834 68.34%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate - 0.8027 80.27%
CYP3A4 substrate + 0.6609 66.09%
CYP2C9 substrate - 0.7975 79.75%
CYP2D6 substrate - 0.8765 87.65%
CYP3A4 inhibition - 0.7904 79.04%
CYP2C9 inhibition - 0.8799 87.99%
CYP2C19 inhibition - 0.8635 86.35%
CYP2D6 inhibition - 0.9479 94.79%
CYP1A2 inhibition - 0.7910 79.10%
CYP2C8 inhibition + 0.4539 45.39%
CYP inhibitory promiscuity - 0.9470 94.70%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7024 70.24%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.9675 96.75%
Skin irritation - 0.5704 57.04%
Skin corrosion - 0.9436 94.36%
Ames mutagenesis - 0.7854 78.54%
Human Ether-a-go-go-Related Gene inhibition - 0.3943 39.43%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.7973 79.73%
skin sensitisation - 0.9125 91.25%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity - 0.7022 70.22%
Acute Oral Toxicity (c) III 0.7202 72.02%
Estrogen receptor binding + 0.6624 66.24%
Androgen receptor binding + 0.6605 66.05%
Thyroid receptor binding + 0.5483 54.83%
Glucocorticoid receptor binding + 0.6929 69.29%
Aromatase binding + 0.7042 70.42%
PPAR gamma + 0.5744 57.44%
Honey bee toxicity - 0.7219 72.19%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9839 98.39%

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 99.31% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.00% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.52% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.34% 96.09%
CHEMBL2581 P07339 Cathepsin D 91.27% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.10% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 89.99% 94.75%
CHEMBL1977 P11473 Vitamin D receptor 88.51% 99.43%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.96% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.92% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.17% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.99% 94.45%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.15% 91.24%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.00% 86.33%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.88% 95.83%
CHEMBL4829 O00763 Acetyl-CoA carboxylase 2 81.34% 98.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.65% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.34% 89.00%

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 21580222
LOTUS LTS0017162
wikiData Q105215460