(1S,2S,4S,5'R,6R,7S,8R,9S,12S,13S,14R,16S,17S,18R)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-14,16,17,18-tetrol

Details

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Internal ID d69f8250-3b53-4945-9443-1b3a3ec836d6
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1S,2S,4S,5'R,6R,7S,8R,9S,12S,13S,14R,16S,17S,18R)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-14,16,17,18-tetrol
SMILES (Canonical) CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CCC6(C5(C(CC(C6O)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]4CC[C@]6([C@@]5([C@@H](C[C@@H]([C@@H]6O)O)O)C)O)C)C)OC1
InChI InChI=1S/C27H44O6/c1-14-5-10-27(32-13-14)15(2)22-20(33-27)11-18-16-6-9-26(31)23(30)19(28)12-21(29)25(26,4)17(16)7-8-24(18,22)3/h14-23,28-31H,5-13H2,1-4H3/t14-,15+,16-,17+,18+,19+,20+,21-,22+,23+,24+,25+,26+,27-/m1/s1
InChI Key FLDVFDQHJBXYFP-DFVVGJELSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H44O6
Molecular Weight 464.60 g/mol
Exact Mass 464.31378912 g/mol
Topological Polar Surface Area (TPSA) 99.40 Ų
XlogP 3.10
Atomic LogP (AlogP) 2.85
H-Bond Acceptor 6
H-Bond Donor 4
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,13S,14R,16S,17S,18R)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-14,16,17,18-tetrol

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 - 0.7253 72.53%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.6312 63.12%
OATP2B1 inhibitior - 0.7173 71.73%
OATP1B1 inhibitior + 0.9215 92.15%
OATP1B3 inhibitior + 0.9057 90.57%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior - 0.7733 77.33%
P-glycoprotein inhibitior - 0.6656 66.56%
P-glycoprotein substrate - 0.5342 53.42%
CYP3A4 substrate + 0.7097 70.97%
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 - 0.5923 59.23%
CYP inhibitory promiscuity - 0.9821 98.21%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5760 57.60%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9397 93.97%
Skin irritation - 0.5861 58.61%
Skin corrosion - 0.9314 93.14%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6459 64.59%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.7551 75.51%
skin sensitisation - 0.9202 92.02%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.5773 57.73%
Acute Oral Toxicity (c) I 0.5423 54.23%
Estrogen receptor binding + 0.6723 67.23%
Androgen receptor binding + 0.7151 71.51%
Thyroid receptor binding + 0.5994 59.94%
Glucocorticoid receptor binding + 0.6893 68.93%
Aromatase binding + 0.7646 76.46%
PPAR gamma - 0.4896 48.96%
Honey bee toxicity - 0.6562 65.62%
Biodegradation - 0.7000 70.00%
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 93.41% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.33% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.53% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.79% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.57% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.44% 97.25%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.45% 82.69%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.26% 95.50%
CHEMBL1871 P10275 Androgen Receptor 83.94% 96.43%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.47% 89.00%
CHEMBL226 P30542 Adenosine A1 receptor 83.03% 95.93%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 82.29% 92.86%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.13% 92.94%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 81.74% 95.58%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 81.71% 89.05%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.39% 96.61%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.51% 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.
Reineckea carnea

Cross-Links

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PubChem 12303877
LOTUS LTS0026325
wikiData Q104402830