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(1R,2S,4S,5'R,6R,7S,8R,9S,12S,13S,15R,16R,18R,19R)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-15,16,19-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 ca321c2e-d1cd-4631-8a0f-bd919cc8e0c9
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1R,2S,4S,5'R,6R,7S,8R,9S,12S,13S,15R,16R,18R,19R)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-15,16,19-triol
SMILES (Canonical) CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC(C6C5(CC(C(C6)O)O)C)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@H]6[C@]5(C[C@H]([C@@H](C6)O)O)C)O)C)C)OC1
InChI InChI=1S/C27H44O5/c1-14-5-8-27(31-13-14)15(2)24-23(32-27)11-18-16-9-20(28)19-10-21(29)22(30)12-26(19,4)17(16)6-7-25(18,24)3/h14-24,28-30H,5-13H2,1-4H3/t14-,15+,16-,17+,18+,19+,20-,21-,22-,23+,24+,25+,26+,27-/m1/s1
InChI Key FYRLHXNMINIDCB-QYSLCYGESA-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 4.20
Atomic LogP (AlogP) 3.74
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 (1R,2S,4S,5'R,6R,7S,8R,9S,12S,13S,15R,16R,18R,19R)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-15,16,19-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8725 87.25%
Caco-2 - 0.6909 69.09%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.7301 73.01%
OATP2B1 inhibitior - 0.5769 57.69%
OATP1B1 inhibitior + 0.9306 93.06%
OATP1B3 inhibitior + 0.8524 85.24%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior - 0.7442 74.42%
P-glycoprotein inhibitior - 0.6841 68.41%
P-glycoprotein substrate - 0.6695 66.95%
CYP3A4 substrate + 0.7141 71.41%
CYP2C9 substrate - 0.7896 78.96%
CYP2D6 substrate - 0.7545 75.45%
CYP3A4 inhibition - 0.9296 92.96%
CYP2C9 inhibition - 0.9423 94.23%
CYP2C19 inhibition - 0.9237 92.37%
CYP2D6 inhibition - 0.9562 95.62%
CYP1A2 inhibition - 0.8689 86.89%
CYP2C8 inhibition - 0.5974 59.74%
CYP inhibitory promiscuity - 0.9801 98.01%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5834 58.34%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9278 92.78%
Skin irritation - 0.5825 58.25%
Skin corrosion - 0.9324 93.24%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4153 41.53%
Micronuclear - 0.9200 92.00%
Hepatotoxicity - 0.9000 90.00%
skin sensitisation - 0.9146 91.46%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.6281 62.81%
Acute Oral Toxicity (c) III 0.4324 43.24%
Estrogen receptor binding + 0.6543 65.43%
Androgen receptor binding + 0.6037 60.37%
Thyroid receptor binding + 0.5816 58.16%
Glucocorticoid receptor binding + 0.7184 71.84%
Aromatase binding + 0.7303 73.03%
PPAR gamma + 0.5231 52.31%
Honey bee toxicity - 0.5448 54.48%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.8853 88.53%

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 96.72% 96.09%
CHEMBL204 P00734 Thrombin 93.63% 96.01%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.32% 97.09%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 91.90% 89.05%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.57% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.33% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 90.65% 96.61%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.62% 91.11%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 88.18% 97.31%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.78% 82.69%
CHEMBL237 P41145 Kappa opioid receptor 86.83% 98.10%
CHEMBL221 P23219 Cyclooxygenase-1 86.49% 90.17%
CHEMBL1914 P06276 Butyrylcholinesterase 86.41% 95.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 85.76% 96.38%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.60% 94.45%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 85.32% 92.86%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.79% 95.50%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 84.58% 95.58%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.36% 89.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.64% 96.95%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.98% 93.04%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.61% 95.89%
CHEMBL259 P32245 Melanocortin receptor 4 81.48% 95.38%
CHEMBL340 P08684 Cytochrome P450 3A4 81.39% 91.19%
CHEMBL226 P30542 Adenosine A1 receptor 81.00% 95.93%
CHEMBL206 P03372 Estrogen receptor alpha 80.76% 97.64%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.71% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.38% 96.77%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 80.05% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.04% 95.89%

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 obliquum

Cross-Links

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PubChem 158181824
LOTUS LTS0227149
wikiData Q105004661