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(3S,4S,5R)-4-[(3R)-3-hydroxy-2-oxo-3-[(2S,3R,5S,9R,10R,12R,13S,14R,17S)-2,3,5,12,14-pentahydroxy-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 5bcb547a-4b40-4551-b04b-fbc58ef6259d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3S,4S,5R)-4-[(3R)-3-hydroxy-2-oxo-3-[(2S,3R,5S,9R,10R,12R,13S,14R,17S)-2,3,5,12,14-pentahydroxy-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(=O)C(C)(C2CCC3(C2(C(CC4C3=CC(=O)C5(C4(CC(C(C5)O)O)C)O)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@]5([C@@]4(C[C@@H]([C@@H](C5)O)O)C)O)O)C)O)O
InChI InChI=1S/C29H42O10/c1-13-15(14(2)39-24(13)35)8-22(33)27(5,36)20-6-7-28(37)17-10-23(34)29(38)12-19(31)18(30)11-25(29,3)16(17)9-21(32)26(20,28)4/h10,13-16,18-21,30-32,36-38H,6-9,11-12H2,1-5H3/t13-,14+,15-,16-,18-,19+,20-,21+,25+,26-,27+,28+,29+/m0/s1
InChI Key VVTNIYVMFHJMNV-LOMBWDJFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H42O10
Molecular Weight 550.60 g/mol
Exact Mass 550.27779753 g/mol
Topological Polar Surface Area (TPSA) 182.00 Ų
XlogP -1.00
Atomic LogP (AlogP) 0.18
H-Bond Acceptor 10
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-[(3R)-3-hydroxy-2-oxo-3-[(2S,3R,5S,9R,10R,12R,13S,14R,17S)-2,3,5,12,14-pentahydroxy-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 - 0.7449 74.49%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7576 75.76%
OATP2B1 inhibitior - 0.8564 85.64%
OATP1B1 inhibitior + 0.8340 83.40%
OATP1B3 inhibitior + 0.9041 90.41%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6053 60.53%
BSEP inhibitior + 0.6333 63.33%
P-glycoprotein inhibitior + 0.5890 58.90%
P-glycoprotein substrate + 0.5981 59.81%
CYP3A4 substrate + 0.7006 70.06%
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 - 0.5900 59.00%
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 - 0.9245 92.45%
Skin irritation + 0.7007 70.07%
Skin corrosion - 0.9116 91.16%
Ames mutagenesis - 0.6970 69.70%
Human Ether-a-go-go-Related Gene inhibition - 0.5450 54.50%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.5400 54.00%
skin sensitisation - 0.8750 87.50%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.7910 79.10%
Acute Oral Toxicity (c) I 0.3863 38.63%
Estrogen receptor binding + 0.7180 71.80%
Androgen receptor binding + 0.7654 76.54%
Thyroid receptor binding + 0.5663 56.63%
Glucocorticoid receptor binding + 0.7542 75.42%
Aromatase binding + 0.6915 69.15%
PPAR gamma + 0.5226 52.26%
Honey bee toxicity - 0.8018 80.18%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5200 52.00%
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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.68% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.06% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.05% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.47% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.40% 96.77%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.12% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.32% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.53% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.97% 97.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.64% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.99% 89.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.25% 96.90%
CHEMBL2581 P07339 Cathepsin D 83.05% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.02% 82.69%
CHEMBL226 P30542 Adenosine A1 receptor 80.41% 95.93%

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 163090292
LOTUS LTS0025839
wikiData Q105297881