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(5Z,7E)-(1S,3R,24R)-22-oxa-9,10-seco-5,7,10(19)-cholestatriene-1,3,24-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 804d328a-7a49-4299-acd8-bde810b7b5bc
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Vitamin D and derivatives
IUPAC Name (1R,3S,5Z)-5-[(2E)-2-[(1S,3aS,7aS)-1-[(1S)-1-[(2R)-2-hydroxy-3-methylbutoxy]ethyl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexane-1,3-diol
SMILES (Canonical) CC(C)C(COC(C)C1CCC2C1(CCCC2=CC=C3CC(CC(C3=C)O)O)C)O
SMILES (Isomeric) C[C@@H]([C@H]1CC[C@@H]\2[C@@]1(CCC/C2=C\C=C/3\C[C@H](C[C@@H](C3=C)O)O)C)OC[C@@H](C(C)C)O
InChI InChI=1S/C26H42O4/c1-16(2)25(29)15-30-18(4)22-10-11-23-19(7-6-12-26(22,23)5)8-9-20-13-21(27)14-24(28)17(20)3/h8-9,16,18,21-25,27-29H,3,6-7,10-15H2,1-2,4-5H3/b19-8+,20-9-/t18-,21+,22+,23-,24-,25-,26+/m0/s1
InChI Key QBLPQGCPHVNTFS-KJWIQCNYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H42O4
Molecular Weight 418.60 g/mol
Exact Mass 418.30830982 g/mol
Topological Polar Surface Area (TPSA) 69.90 Ų
XlogP 3.90
Atomic LogP (AlogP) 4.55
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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(24R)-1alpha,24-dihydroxy-22-oxavitamin D3
(24R)-1alpha,24-dihydroxy-22-oxavitamin D3 / (24R)-1alpha,24-dihydroxy-22-oxacholecalciferol
LMST03020056
CHEBI:73923
(24R)-1alpha,24-dihydroxy-22-oxacholecalciferol
Q27144246
(1R,3S,5Z)-5-[(2E)-2-[(1S,3aS,7aS)-1-[(1S)-1-[(2R)-2-hydroxy-3-methylbutoxy]ethyl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexane-1,3-diol
(1S,3R,5Z,7E,9xi,20S)-20-{[(2R)-2-hydroxy-3-methylbutyl]oxy}-9,10-secopregna-5,7,10-triene-1,3-diol

2D Structure

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2D Structure of (5Z,7E)-(1S,3R,24R)-22-oxa-9,10-seco-5,7,10(19)-cholestatriene-1,3,24-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9762 97.62%
Caco-2 + 0.5000 50.00%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.5150 51.50%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8144 81.44%
OATP1B3 inhibitior + 0.9251 92.51%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7451 74.51%
BSEP inhibitior - 0.5091 50.91%
P-glycoprotein inhibitior - 0.6219 62.19%
P-glycoprotein substrate - 0.5920 59.20%
CYP3A4 substrate + 0.6057 60.57%
CYP2C9 substrate - 0.6844 68.44%
CYP2D6 substrate - 0.7446 74.46%
CYP3A4 inhibition - 0.8790 87.90%
CYP2C9 inhibition - 0.7967 79.67%
CYP2C19 inhibition - 0.8353 83.53%
CYP2D6 inhibition - 0.9322 93.22%
CYP1A2 inhibition - 0.8637 86.37%
CYP2C8 inhibition - 0.5965 59.65%
CYP inhibitory promiscuity - 0.7518 75.18%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.7043 70.43%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.9651 96.51%
Skin irritation + 0.5280 52.80%
Skin corrosion - 0.9527 95.27%
Ames mutagenesis - 0.9200 92.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7741 77.41%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.7625 76.25%
skin sensitisation - 0.8046 80.46%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.8880 88.80%
Acute Oral Toxicity (c) I 0.4740 47.40%
Estrogen receptor binding + 0.8207 82.07%
Androgen receptor binding + 0.8145 81.45%
Thyroid receptor binding + 0.7497 74.97%
Glucocorticoid receptor binding + 0.6750 67.50%
Aromatase binding - 0.5298 52.98%
PPAR gamma + 0.5904 59.04%
Honey bee toxicity - 0.7492 74.92%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9895 98.95%

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
CHEMBL1977 P11473 Vitamin D receptor 99.90% 99.43%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.38% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.36% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 95.62% 90.17%
CHEMBL226 P30542 Adenosine A1 receptor 94.74% 95.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.86% 97.25%
CHEMBL2581 P07339 Cathepsin D 93.74% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.93% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.70% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.08% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.72% 82.69%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.47% 91.07%
CHEMBL2996 Q05655 Protein kinase C delta 86.22% 97.79%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.63% 100.00%
CHEMBL237 P41145 Kappa opioid receptor 85.21% 98.10%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.18% 93.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.23% 92.62%
CHEMBL238 Q01959 Dopamine transporter 84.22% 95.88%
CHEMBL299 P17252 Protein kinase C alpha 83.99% 98.03%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.05% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.04% 95.50%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 82.53% 96.38%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.71% 92.88%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 80.63% 95.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.46% 89.50%

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.
Euphorbia helioscopia

Cross-Links

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PubChem 9547311
LOTUS LTS0122004
wikiData Q105346765