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[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2R)-2-[(3S,5R,10S,13R,14R,15S,17R)-3,15-dihydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methyl-5-methylideneheptanoate

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 5128bbb8-04cc-4927-b4ef-8684927bf58c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2R)-2-[(3S,5R,10S,13R,14R,15S,17R)-3,15-dihydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methyl-5-methylideneheptanoate
SMILES (Canonical) CC(C)C(=C)CCC(C1CC(C2(C1(CCC3=C2CCC4C3(CCC(C4(C)C)O)C)C)C)O)C(=O)OC5C(C(C(C(O5)CO)O)O)O
SMILES (Isomeric) CC(C)C(=C)CC[C@H]([C@H]1C[C@@H]([C@@]2([C@@]1(CCC3=C2CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)O)C)C)C)O)C(=O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O
InChI InChI=1S/C37H60O9/c1-19(2)20(3)9-10-21(32(44)46-33-31(43)30(42)29(41)25(18-38)45-33)24-17-28(40)37(8)23-11-12-26-34(4,5)27(39)14-15-35(26,6)22(23)13-16-36(24,37)7/h19,21,24-31,33,38-43H,3,9-18H2,1-2,4-8H3/t21-,24-,25-,26+,27+,28+,29-,30+,31-,33+,35-,36-,37-/m1/s1
InChI Key WZXIJXGYBNLZLW-VBMIOSLLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H60O9
Molecular Weight 648.90 g/mol
Exact Mass 648.42373349 g/mol
Topological Polar Surface Area (TPSA) 157.00 Ų
XlogP 4.80
Atomic LogP (AlogP) 4.02
H-Bond Acceptor 9
H-Bond Donor 6
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2R)-2-[(3S,5R,10S,13R,14R,15S,17R)-3,15-dihydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methyl-5-methylideneheptanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8907 89.07%
Caco-2 - 0.8189 81.89%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8173 81.73%
OATP2B1 inhibitior - 0.8595 85.95%
OATP1B1 inhibitior + 0.8167 81.67%
OATP1B3 inhibitior - 0.2722 27.22%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7068 70.68%
BSEP inhibitior - 0.7635 76.35%
P-glycoprotein inhibitior + 0.6935 69.35%
P-glycoprotein substrate - 0.6343 63.43%
CYP3A4 substrate + 0.7071 70.71%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8657 86.57%
CYP3A4 inhibition - 0.8092 80.92%
CYP2C9 inhibition - 0.7700 77.00%
CYP2C19 inhibition - 0.8668 86.68%
CYP2D6 inhibition - 0.9339 93.39%
CYP1A2 inhibition - 0.8092 80.92%
CYP2C8 inhibition + 0.5970 59.70%
CYP inhibitory promiscuity - 0.9151 91.51%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7090 70.90%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9163 91.63%
Skin irritation + 0.5302 53.02%
Skin corrosion - 0.9389 93.89%
Ames mutagenesis - 0.6507 65.07%
Human Ether-a-go-go-Related Gene inhibition - 0.3672 36.72%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.7411 74.11%
skin sensitisation - 0.8950 89.50%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.7402 74.02%
Acute Oral Toxicity (c) III 0.6684 66.84%
Estrogen receptor binding + 0.6719 67.19%
Androgen receptor binding + 0.7519 75.19%
Thyroid receptor binding - 0.5534 55.34%
Glucocorticoid receptor binding + 0.6479 64.79%
Aromatase binding + 0.6830 68.30%
PPAR gamma + 0.5827 58.27%
Honey bee toxicity - 0.6821 68.21%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5955 59.55%
Fish aquatic toxicity + 0.9820 98.20%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.27% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.43% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.04% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.70% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.02% 94.45%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 89.89% 95.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.39% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.19% 100.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 87.46% 96.47%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 87.34% 82.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.77% 91.24%
CHEMBL5255 O00206 Toll-like receptor 4 86.07% 92.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.69% 99.17%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 85.67% 96.21%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.99% 92.62%
CHEMBL221 P23219 Cyclooxygenase-1 84.60% 90.17%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.09% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.95% 97.25%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.70% 94.33%
CHEMBL226 P30542 Adenosine A1 receptor 83.16% 95.93%
CHEMBL340 P08684 Cytochrome P450 3A4 82.37% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.56% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.54% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.36% 86.33%
CHEMBL4394 Q9NYA1 Sphingosine kinase 1 80.23% 96.03%

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 101058413
LOTUS LTS0257738
wikiData Q105323613