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(3S,4S,5R)-4-[(2R,3R)-2,3-dihydroxy-3-[(2S,3R,5S,9R,10R,13R,14S,17S)-2,3,5,14-tetrahydroxy-10,13-dimethyl-6-oxo-1,2,3,4,9,11,12,15,16,17-decahydrocyclopenta[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 c510fa6a-ded2-4277-b9a6-e65a6f43fd87
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3S,4S,5R)-4-[(2R,3R)-2,3-dihydroxy-3-[(2S,3R,5S,9R,10R,13R,14S,17S)-2,3,5,14-tetrahydroxy-10,13-dimethyl-6-oxo-1,2,3,4,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]butyl]-3,5-dimethyloxolan-2-one
SMILES (Canonical) CC1C(C(OC1=O)C)CC(C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5(C4(CC(C(C5)O)O)C)O)C)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H](OC1=O)C)C[C@H]([C@@](C)([C@H]2CC[C@@]3([C@@]2(CC[C@H]4C3=CC(=O)[C@]5([C@@]4(C[C@@H]([C@@H](C5)O)O)C)O)C)O)O)O
InChI InChI=1S/C29H44O9/c1-14-16(15(2)38-24(14)34)10-22(32)27(5,35)21-7-9-28(36)18-11-23(33)29(37)13-20(31)19(30)12-26(29,4)17(18)6-8-25(21,28)3/h11,14-17,19-22,30-32,35-37H,6-10,12-13H2,1-5H3/t14-,15+,16-,17-,19-,20+,21-,22+,25+,26+,27+,28+,29+/m0/s1
InChI Key YQCOGGGDJXBMBU-JIVHLSMOSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H44O9
Molecular Weight 536.70 g/mol
Exact Mass 536.29853298 g/mol
Topological Polar Surface Area (TPSA) 165.00 Ų
XlogP 0.30
Atomic LogP (AlogP) 1.01
H-Bond Acceptor 9
H-Bond Donor 6
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-[(2R,3R)-2,3-dihydroxy-3-[(2S,3R,5S,9R,10R,13R,14S,17S)-2,3,5,14-tetrahydroxy-10,13-dimethyl-6-oxo-1,2,3,4,9,11,12,15,16,17-decahydrocyclopenta[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 - 0.6880 68.80%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7576 75.76%
OATP2B1 inhibitior - 0.7167 71.67%
OATP1B1 inhibitior + 0.8776 87.76%
OATP1B3 inhibitior + 0.9041 90.41%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6053 60.53%
BSEP inhibitior - 0.4808 48.08%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate + 0.5687 56.87%
CYP3A4 substrate + 0.6981 69.81%
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 - 0.6055 60.55%
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 - 0.9258 92.58%
Skin irritation + 0.7007 70.07%
Skin corrosion - 0.9116 91.16%
Ames mutagenesis - 0.6670 66.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4258 42.58%
Micronuclear - 0.7800 78.00%
Hepatotoxicity + 0.5013 50.13%
skin sensitisation - 0.8750 87.50%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.8130 81.30%
Acute Oral Toxicity (c) I 0.3863 38.63%
Estrogen receptor binding + 0.7602 76.02%
Androgen receptor binding + 0.7691 76.91%
Thyroid receptor binding + 0.5546 55.46%
Glucocorticoid receptor binding + 0.7512 75.12%
Aromatase binding + 0.6999 69.99%
PPAR gamma - 0.5266 52.66%
Honey bee toxicity - 0.7939 79.39%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5500 55.00%
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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.45% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.59% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.66% 91.11%
CHEMBL2581 P07339 Cathepsin D 92.26% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.23% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.04% 97.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.99% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.85% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.21% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.05% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.44% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.41% 91.07%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.20% 95.89%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 82.51% 94.78%
CHEMBL2179 P04062 Beta-glucocerebrosidase 82.14% 85.31%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.85% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.03% 94.00%
CHEMBL1871 P10275 Androgen Receptor 80.10% 96.43%

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 decumbens
Ajuga reptans

Cross-Links

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PubChem 12442769
NPASS NPC222688
LOTUS LTS0039745
wikiData Q105352142