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(3S,4S,5R)-4-[(3R)-3-hydroxy-2-oxo-3-[(2S,3R,5R,9R,10R,12R,13S,14R,17S)-2,3,12,14-tetrahydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]butyl]-3,5-dimethyloxolan-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 3cad5229-1d7f-4f5e-8645-39a84b5665a6
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3S,4S,5R)-4-[(3R)-3-hydroxy-2-oxo-3-[(2S,3R,5R,9R,10R,12R,13S,14R,17S)-2,3,12,14-tetrahydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]butyl]-3,5-dimethyloxolan-2-one
SMILES (Canonical) CC1C(C(OC1=O)C)CC(=O)C(C)(C2CCC3(C2(C(CC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)O)C)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H](OC1=O)C)CC(=O)[C@@](C)([C@H]2CC[C@@]3([C@@]2([C@@H](C[C@H]4C3=CC(=O)[C@H]5[C@@]4(C[C@@H]([C@@H](C5)O)O)C)O)C)O)O
InChI InChI=1S/C29H42O9/c1-13-15(14(2)38-25(13)35)8-24(34)28(5,36)22-6-7-29(37)17-9-19(30)18-10-20(31)21(32)12-26(18,3)16(17)11-23(33)27(22,29)4/h9,13-16,18,20-23,31-33,36-37H,6-8,10-12H2,1-5H3/t13-,14+,15-,16-,18-,20+,21-,22-,23+,26+,27-,28+,29+/m0/s1
InChI Key LKASFPCLRAJWSM-LNZVSGAOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H42O9
Molecular Weight 534.60 g/mol
Exact Mass 534.28288291 g/mol
Topological Polar Surface Area (TPSA) 162.00 Ų
XlogP -0.20
Atomic LogP (AlogP) 1.07
H-Bond Acceptor 9
H-Bond Donor 5
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,4S,5R)-4-[(3R)-3-hydroxy-2-oxo-3-[(2S,3R,5R,9R,10R,12R,13S,14R,17S)-2,3,12,14-tetrahydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]butyl]-3,5-dimethyloxolan-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 + 0.9554 95.54%
Caco-2 - 0.7285 72.85%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7576 75.76%
OATP2B1 inhibitior - 0.7136 71.36%
OATP1B1 inhibitior + 0.8449 84.49%
OATP1B3 inhibitior + 0.9041 90.41%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6053 60.53%
BSEP inhibitior + 0.6447 64.47%
P-glycoprotein inhibitior + 0.6036 60.36%
P-glycoprotein substrate + 0.6281 62.81%
CYP3A4 substrate + 0.6956 69.56%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9048 90.48%
CYP3A4 inhibition - 0.5452 54.52%
CYP2C9 inhibition - 0.8425 84.25%
CYP2C19 inhibition - 0.8018 80.18%
CYP2D6 inhibition - 0.9500 95.00%
CYP1A2 inhibition - 0.8243 82.43%
CYP2C8 inhibition - 0.6317 63.17%
CYP inhibitory promiscuity - 0.9372 93.72%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.4945 49.45%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9293 92.93%
Skin irritation + 0.7007 70.07%
Skin corrosion - 0.9116 91.16%
Ames mutagenesis - 0.7370 73.70%
Human Ether-a-go-go-Related Gene inhibition - 0.5781 57.81%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.5008 50.08%
skin sensitisation - 0.8750 87.50%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.8230 82.30%
Acute Oral Toxicity (c) I 0.3863 38.63%
Estrogen receptor binding + 0.6997 69.97%
Androgen receptor binding + 0.7486 74.86%
Thyroid receptor binding + 0.5609 56.09%
Glucocorticoid receptor binding + 0.7578 75.78%
Aromatase binding + 0.6863 68.63%
PPAR gamma + 0.5627 56.27%
Honey bee toxicity - 0.7703 77.03%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5048 50.48%
Fish aquatic toxicity + 0.9912 99.12%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.03% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.33% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.83% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.04% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.68% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.60% 96.77%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.34% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.56% 97.09%
CHEMBL2581 P07339 Cathepsin D 88.94% 98.95%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 88.07% 96.90%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.52% 97.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.44% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 85.24% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.94% 89.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.72% 82.69%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.78% 91.07%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.51% 86.92%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.37% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.46% 93.56%
CHEMBL4588 P22894 Matrix metalloproteinase 8 81.46% 94.66%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.96% 86.33%

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.
Ajuga reptans

Cross-Links

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PubChem 152752356
LOTUS LTS0180416
wikiData Q105152936