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(1S,3R,8R,9S,11S,12S,14S,15R,16R)-9,14-dihydroxy-15-[(2R,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-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 8ed5cbe6-5734-4ee9-b7bb-3e4bc2b9ddd1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (1S,3R,8R,9S,11S,12S,14S,15R,16R)-9,14-dihydroxy-15-[(2R,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-one
SMILES (Canonical) CC1(C2C(CC3C4(CC(C(C4(CCC35C2(C5)CCC1=O)C)C6(CCC(O6)C(C)(C)O)C)O)C)O)C
SMILES (Isomeric) C[C@]12CC[C@@]34C[C@@]35CCC(=O)C([C@@H]5[C@H](C[C@H]4[C@@]1(C[C@@H]([C@@H]2[C@]6(CC[C@H](O6)C(C)(C)O)C)O)C)O)(C)C
InChI InChI=1S/C30H48O5/c1-24(2)20(33)8-11-30-16-29(30)13-12-26(5)23(28(7)10-9-21(35-28)25(3,4)34)18(32)15-27(26,6)19(29)14-17(31)22(24)30/h17-19,21-23,31-32,34H,8-16H2,1-7H3/t17-,18-,19-,21-,22-,23-,26+,27-,28+,29-,30+/m0/s1
InChI Key ZMRLIGKFEWIBJX-ZTMCZERUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H48O5
Molecular Weight 488.70 g/mol
Exact Mass 488.35017463 g/mol
Topological Polar Surface Area (TPSA) 87.00 Ų
XlogP 4.10
Atomic LogP (AlogP) 4.64
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,3R,8R,9S,11S,12S,14S,15R,16R)-9,14-dihydroxy-15-[(2R,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9897 98.97%
Caco-2 - 0.6377 63.77%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.7141 71.41%
OATP2B1 inhibitior - 0.5746 57.46%
OATP1B1 inhibitior + 0.8545 85.45%
OATP1B3 inhibitior + 0.9187 91.87%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7358 73.58%
BSEP inhibitior - 0.5425 54.25%
P-glycoprotein inhibitior - 0.6159 61.59%
P-glycoprotein substrate - 0.6435 64.35%
CYP3A4 substrate + 0.6886 68.86%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7746 77.46%
CYP3A4 inhibition - 0.5491 54.91%
CYP2C9 inhibition - 0.6991 69.91%
CYP2C19 inhibition - 0.7062 70.62%
CYP2D6 inhibition - 0.9521 95.21%
CYP1A2 inhibition - 0.6725 67.25%
CYP2C8 inhibition - 0.6113 61.13%
CYP inhibitory promiscuity - 0.9177 91.77%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5795 57.95%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9401 94.01%
Skin irritation - 0.5662 56.62%
Skin corrosion - 0.9070 90.70%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5195 51.95%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.6466 64.66%
skin sensitisation - 0.8307 83.07%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.7816 78.16%
Acute Oral Toxicity (c) I 0.3365 33.65%
Estrogen receptor binding + 0.7299 72.99%
Androgen receptor binding + 0.7339 73.39%
Thyroid receptor binding + 0.6379 63.79%
Glucocorticoid receptor binding + 0.6916 69.16%
Aromatase binding + 0.7658 76.58%
PPAR gamma + 0.5653 56.53%
Honey bee toxicity - 0.7837 78.37%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9626 96.26%

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 98.29% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.28% 91.11%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 92.66% 85.30%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.10% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.58% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.40% 95.56%
CHEMBL204 P00734 Thrombin 89.09% 96.01%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.89% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.19% 82.69%
CHEMBL230 P35354 Cyclooxygenase-2 87.14% 89.63%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.01% 99.23%
CHEMBL1871 P10275 Androgen Receptor 86.68% 96.43%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.71% 96.61%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.80% 93.04%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.71% 89.00%
CHEMBL259 P32245 Melanocortin receptor 4 84.44% 95.38%
CHEMBL1902 P62942 FK506-binding protein 1A 84.25% 97.05%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.10% 86.33%
CHEMBL1914 P06276 Butyrylcholinesterase 82.55% 95.00%
CHEMBL4683 Q12884 Fibroblast activation protein alpha 82.36% 93.07%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.45% 96.77%
CHEMBL4829 O00763 Acetyl-CoA carboxylase 2 81.02% 98.00%
CHEMBL2581 P07339 Cathepsin D 80.13% 98.95%

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.
Astragalus pterocephalus

Cross-Links

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PubChem 101568595
LOTUS LTS0209113
wikiData Q105379703