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5-[6-[5-hydroxy-5-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]pent-1-en-2-yl]-4a-methyl-3,4,6,7,8,8a-hexahydro-2H-pyrano[3,2-b]pyran-2-yl]-5-methyloxolan-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 bbbaa4fb-83f3-48ba-8173-8afe40d26d00
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name 5-[6-[5-hydroxy-5-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]pent-1-en-2-yl]-4a-methyl-3,4,6,7,8,8a-hexahydro-2H-pyrano[3,2-b]pyran-2-yl]-5-methyloxolan-2-one
SMILES (Canonical) CC12CCC(OC1CCC(O2)C(=C)CCC(C3(CCC(O3)C(C)(C)O)C)O)C4(CCC(=O)O4)C
SMILES (Isomeric) CC12CCC(OC1CCC(O2)C(=C)CCC(C3(CCC(O3)C(C)(C)O)C)O)C4(CCC(=O)O4)C
InChI InChI=1S/C27H44O7/c1-17(7-9-19(28)25(4)14-11-20(33-25)24(2,3)30)18-8-10-21-26(5,32-18)15-12-22(31-21)27(6)16-13-23(29)34-27/h18-22,28,30H,1,7-16H2,2-6H3
InChI Key BIKBUBPDNRULHG-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H44O7
Molecular Weight 480.60 g/mol
Exact Mass 480.30870374 g/mol
Topological Polar Surface Area (TPSA) 94.40 Ų
XlogP 3.00
Atomic LogP (AlogP) 3.97
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-[6-[5-hydroxy-5-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]pent-1-en-2-yl]-4a-methyl-3,4,6,7,8,8a-hexahydro-2H-pyrano[3,2-b]pyran-2-yl]-5-methyloxolan-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 + 0.9842 98.42%
Caco-2 - 0.6786 67.86%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7989 79.89%
OATP2B1 inhibitior - 0.5730 57.30%
OATP1B1 inhibitior + 0.8759 87.59%
OATP1B3 inhibitior - 0.2433 24.33%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.5563 55.63%
P-glycoprotein inhibitior + 0.5839 58.39%
P-glycoprotein substrate - 0.5318 53.18%
CYP3A4 substrate + 0.6866 68.66%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8466 84.66%
CYP3A4 inhibition - 0.6723 67.23%
CYP2C9 inhibition - 0.8452 84.52%
CYP2C19 inhibition - 0.8221 82.21%
CYP2D6 inhibition - 0.9236 92.36%
CYP1A2 inhibition - 0.8824 88.24%
CYP2C8 inhibition + 0.4551 45.51%
CYP inhibitory promiscuity - 0.8603 86.03%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5765 57.65%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9367 93.67%
Skin irritation + 0.5064 50.64%
Skin corrosion - 0.9298 92.98%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4728 47.28%
Micronuclear - 0.8500 85.00%
Hepatotoxicity + 0.5125 51.25%
skin sensitisation - 0.7828 78.28%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.4736 47.36%
Acute Oral Toxicity (c) I 0.4085 40.85%
Estrogen receptor binding + 0.6474 64.74%
Androgen receptor binding + 0.6037 60.37%
Thyroid receptor binding + 0.5482 54.82%
Glucocorticoid receptor binding + 0.7722 77.22%
Aromatase binding + 0.6516 65.16%
PPAR gamma - 0.5802 58.02%
Honey bee toxicity - 0.7657 76.57%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9886 98.86%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.71% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.11% 97.25%
CHEMBL2581 P07339 Cathepsin D 96.22% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 92.84% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.42% 96.09%
CHEMBL233 P35372 Mu opioid receptor 91.29% 97.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.17% 94.45%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 86.30% 93.04%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.91% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.76% 89.00%
CHEMBL2094135 Q96BI3 Gamma-secretase 83.97% 98.05%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 83.52% 89.05%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.46% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.13% 92.62%
CHEMBL3401 O75469 Pregnane X receptor 82.87% 94.73%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.46% 96.61%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.42% 95.56%
CHEMBL1871 P10275 Androgen Receptor 82.31% 96.43%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 82.13% 92.78%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.12% 85.14%
CHEMBL4581 P52732 Kinesin-like protein 1 81.89% 93.18%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.72% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.43% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.30% 99.23%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.12% 97.33%

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.
There are no matching plants.

Cross-Links

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PubChem 73837396
LOTUS LTS0222307
wikiData Q104936560