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(1S,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S,18R,19R)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16,18,19-triol

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 3c8e4718-c514-41e1-a25b-620e0ab2859a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1S,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S,18R,19R)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16,18,19-triol
SMILES (Canonical) CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC(C6(C5(CCC(C6)O)C)O)O)C)C)OC1
SMILES (Isomeric) C[C@@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4C[C@H]([C@@]6([C@@]5(CC[C@@H](C6)O)C)O)O)C)C)OC1
InChI InChI=1S/C27H44O5/c1-15-5-10-27(31-14-15)16(2)23-21(32-27)12-20-18-11-22(29)26(30)13-17(28)6-9-25(26,4)19(18)7-8-24(20,23)3/h15-23,28-30H,5-14H2,1-4H3/t15-,16+,17+,18-,19+,20+,21+,22-,23+,24+,25-,26+,27-/m1/s1
InChI Key JYLQYOXTEAKERB-BLXNOBIPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H44O5
Molecular Weight 448.60 g/mol
Exact Mass 448.31887450 g/mol
Topological Polar Surface Area (TPSA) 79.20 Ų
XlogP 4.10
Atomic LogP (AlogP) 3.88
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S,18R,19R)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16,18,19-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7027 70.27%
Caco-2 - 0.6463 64.63%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.6312 63.12%
OATP2B1 inhibitior - 0.5768 57.68%
OATP1B1 inhibitior + 0.8904 89.04%
OATP1B3 inhibitior + 0.9057 90.57%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.6137 61.37%
P-glycoprotein inhibitior - 0.7070 70.70%
P-glycoprotein substrate - 0.5787 57.87%
CYP3A4 substrate + 0.7297 72.97%
CYP2C9 substrate - 0.5976 59.76%
CYP2D6 substrate - 0.7790 77.90%
CYP3A4 inhibition - 0.9564 95.64%
CYP2C9 inhibition - 0.9386 93.86%
CYP2C19 inhibition - 0.9340 93.40%
CYP2D6 inhibition - 0.9592 95.92%
CYP1A2 inhibition - 0.8913 89.13%
CYP2C8 inhibition + 0.6030 60.30%
CYP inhibitory promiscuity - 0.9821 98.21%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5760 57.60%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9377 93.77%
Skin irritation - 0.5861 58.61%
Skin corrosion - 0.9314 93.14%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3799 37.99%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.7450 74.50%
skin sensitisation - 0.9202 92.02%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.6113 61.13%
Acute Oral Toxicity (c) I 0.5423 54.23%
Estrogen receptor binding + 0.7478 74.78%
Androgen receptor binding + 0.7125 71.25%
Thyroid receptor binding + 0.6471 64.71%
Glucocorticoid receptor binding + 0.7744 77.44%
Aromatase binding + 0.7740 77.40%
PPAR gamma + 0.5423 54.23%
Honey bee toxicity - 0.5612 56.12%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.8485 84.85%

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 96.17% 96.09%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 93.95% 89.05%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.16% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 92.90% 96.61%
CHEMBL1914 P06276 Butyrylcholinesterase 92.88% 95.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.88% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.59% 82.69%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.38% 97.25%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 90.17% 97.31%
CHEMBL204 P00734 Thrombin 88.98% 96.01%
CHEMBL332 P03956 Matrix metalloproteinase-1 88.61% 94.50%
CHEMBL221 P23219 Cyclooxygenase-1 87.88% 90.17%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.64% 92.94%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 86.50% 92.86%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.13% 95.50%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 85.73% 91.11%
CHEMBL259 P32245 Melanocortin receptor 4 84.04% 95.38%
CHEMBL1871 P10275 Androgen Receptor 83.95% 96.43%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.85% 94.45%
CHEMBL4302 P08183 P-glycoprotein 1 83.65% 92.98%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.54% 96.95%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 83.30% 100.00%
CHEMBL206 P03372 Estrogen receptor alpha 83.07% 97.64%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 82.10% 95.58%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 81.92% 97.86%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.29% 95.89%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 81.05% 98.99%
CHEMBL236 P41143 Delta opioid receptor 81.05% 99.35%
CHEMBL226 P30542 Adenosine A1 receptor 80.99% 95.93%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 80.45% 86.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.15% 89.00%

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.
Allium stipitatum

Cross-Links

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PubChem 9803727
LOTUS LTS0124279
wikiData Q105137095