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[(2R,3R,4S,5R)-2,4,5-trihydroxyoxan-3-yl] (2R)-6-methyl-2-[(5R,10S,13R,14R,17R)-4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,7,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]hept-5-enoate

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 56683900-4964-423d-b948-a50ce98c1f8c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(2R,3R,4S,5R)-2,4,5-trihydroxyoxan-3-yl] (2R)-6-methyl-2-[(5R,10S,13R,14R,17R)-4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,7,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]hept-5-enoate
SMILES (Canonical) CC(=CCCC(C1CCC2(C1(CCC3=C2CCC4C3(CCC(=O)C4(C)C)C)C)C)C(=O)OC5C(C(COC5O)O)O)C
SMILES (Isomeric) CC(=CCC[C@H]([C@H]1CC[C@@]2([C@@]1(CCC3=C2CC[C@@H]4[C@@]3(CCC(=O)C4(C)C)C)C)C)C(=O)O[C@@H]5[C@H]([C@@H](CO[C@H]5O)O)O)C
InChI InChI=1S/C35H54O7/c1-20(2)9-8-10-21(30(39)42-29-28(38)25(36)19-41-31(29)40)22-13-17-35(7)24-11-12-26-32(3,4)27(37)15-16-33(26,5)23(24)14-18-34(22,35)6/h9,21-22,25-26,28-29,31,36,38,40H,8,10-19H2,1-7H3/t21-,22-,25-,26+,28+,29-,31-,33-,34-,35+/m1/s1
InChI Key CGKSRSYGEXOCNN-WQWZUKFYSA-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) 113.00 Ų
XlogP 5.40
Atomic LogP (AlogP) 5.65
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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CHEBI:203426
[(2R,3R,4S,5R)-2,4,5-trihydroxyoxan-3-yl] (2R)-6-methyl-2-[(5R,10S,13R,14R,17R)-4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,7,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]hept-5-enoate

2D Structure

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2D Structure of [(2R,3R,4S,5R)-2,4,5-trihydroxyoxan-3-yl] (2R)-6-methyl-2-[(5R,10S,13R,14R,17R)-4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,7,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]hept-5-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9426 94.26%
Caco-2 - 0.7490 74.90%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8723 87.23%
OATP2B1 inhibitior - 0.7135 71.35%
OATP1B1 inhibitior + 0.7439 74.39%
OATP1B3 inhibitior + 0.8669 86.69%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6600 66.00%
BSEP inhibitior + 0.6058 60.58%
P-glycoprotein inhibitior + 0.7405 74.05%
P-glycoprotein substrate - 0.5077 50.77%
CYP3A4 substrate + 0.7146 71.46%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8730 87.30%
CYP3A4 inhibition - 0.8537 85.37%
CYP2C9 inhibition - 0.7789 77.89%
CYP2C19 inhibition - 0.9335 93.35%
CYP2D6 inhibition - 0.9477 94.77%
CYP1A2 inhibition - 0.8757 87.57%
CYP2C8 inhibition + 0.6120 61.20%
CYP inhibitory promiscuity - 0.9449 94.49%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6864 68.64%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9347 93.47%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9404 94.04%
Ames mutagenesis + 0.5368 53.68%
Human Ether-a-go-go-Related Gene inhibition + 0.6423 64.23%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.6319 63.19%
skin sensitisation - 0.8860 88.60%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.7374 73.74%
Acute Oral Toxicity (c) III 0.4924 49.24%
Estrogen receptor binding + 0.6661 66.61%
Androgen receptor binding + 0.7358 73.58%
Thyroid receptor binding - 0.5233 52.33%
Glucocorticoid receptor binding + 0.7530 75.30%
Aromatase binding + 0.6832 68.32%
PPAR gamma + 0.5188 51.88%
Honey bee toxicity - 0.7033 70.33%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9845 98.45%

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 95.93% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.56% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.27% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.20% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 91.37% 91.19%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 89.14% 91.24%
CHEMBL226 P30542 Adenosine A1 receptor 88.74% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.47% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.19% 86.33%
CHEMBL4040 P28482 MAP kinase ERK2 85.50% 83.82%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.60% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.15% 99.23%
CHEMBL1937 Q92769 Histone deacetylase 2 83.24% 94.75%
CHEMBL5028 O14672 ADAM10 82.76% 97.50%
CHEMBL5103 Q969S8 Histone deacetylase 10 82.64% 90.08%
CHEMBL221 P23219 Cyclooxygenase-1 82.41% 90.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.33% 92.62%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.71% 90.71%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.09% 82.69%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 80.74% 91.71%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 80.73% 98.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.66% 99.17%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.56% 93.03%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.56% 95.56%

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 139584895
LOTUS LTS0205766
wikiData Q77377645