Synthetic Vitamin D

Details

Top
Internal ID 5bc07d7c-28be-40e9-a017-d429802a43a1
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Vitamin D and derivatives
IUPAC Name (1S,3Z)-3-[(2Z)-2-[(1R,3aS,7aR)-1-[(E,2S,5R)-5,6-dimethylhept-3-en-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexan-1-ol
SMILES (Canonical) CC(C)C(C)C=CC(C)C1CCC2C1(CCCC2=CC=C3CC(CCC3=C)O)C
SMILES (Isomeric) C[C@@H](/C=C/[C@H](C)C(C)C)[C@H]1CC[C@@H]\2[C@@]1(CCC/C2=C/C=C\3/C[C@H](CCC3=C)O)C
InChI InChI=1S/C28H44O/c1-19(2)20(3)9-10-22(5)26-15-16-27-23(8-7-17-28(26,27)6)12-13-24-18-25(29)14-11-21(24)4/h9-10,12-13,19-20,22,25-27,29H,4,7-8,11,14-18H2,1-3,5-6H3/b10-9+,23-12-,24-13-/t20-,22-,25-,26+,27-,28+/m0/s1
InChI Key MECHNRXZTMCUDQ-CLTZFDELSA-N
Popularity 12 references in papers

Physical and Chemical Properties

Top
Molecular Formula C28H44O
Molecular Weight 396.60 g/mol
Exact Mass 396.339216023 g/mol
Topological Polar Surface Area (TPSA) 20.20 Ų
XlogP 7.40
Atomic LogP (AlogP) 7.64
H-Bond Acceptor 1
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

Top
Metadee
Mykostin
Radiostol
Decaps
Infron
Shock-ferol
Davitamon D
Dee-Osterol
Dee-Roual
vitamin d-2
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

Top
2D Structure of Synthetic Vitamin D

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 + 0.5790 57.90%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Lysosomes 0.5154 51.54%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7432 74.32%
OATP1B3 inhibitior - 0.5700 57.00%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.7111 71.11%
P-glycoprotein inhibitior + 0.5962 59.62%
P-glycoprotein substrate - 0.7463 74.63%
CYP3A4 substrate + 0.5798 57.98%
CYP2C9 substrate - 0.8255 82.55%
CYP2D6 substrate - 0.7567 75.67%
CYP3A4 inhibition - 0.8142 81.42%
CYP2C9 inhibition - 0.8924 89.24%
CYP2C19 inhibition - 0.8784 87.84%
CYP2D6 inhibition - 0.9519 95.19%
CYP1A2 inhibition - 0.9046 90.46%
CYP2C8 inhibition - 0.6229 62.29%
CYP inhibitory promiscuity - 0.8163 81.63%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5685 56.85%
Eye corrosion - 0.9863 98.63%
Eye irritation - 0.9756 97.56%
Skin irritation + 0.6463 64.63%
Skin corrosion - 0.9521 95.21%
Ames mutagenesis - 0.9200 92.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6616 66.16%
Micronuclear - 0.9600 96.00%
Hepatotoxicity - 0.9125 91.25%
skin sensitisation + 0.6827 68.27%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.8449 84.49%
Acute Oral Toxicity (c) I 0.8502 85.02%
Estrogen receptor binding + 0.8436 84.36%
Androgen receptor binding + 0.8696 86.96%
Thyroid receptor binding + 0.6717 67.17%
Glucocorticoid receptor binding + 0.6219 62.19%
Aromatase binding - 0.6081 60.81%
PPAR gamma + 0.6206 62.06%
Honey bee toxicity - 0.8019 80.19%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9929 99.29%

Targets

Top

Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL1871 P10275 Androgen Receptor 1.1 nM
Ki
via Super-PRED
CHEMBL1293235 P02545 Prelamin-A/C 31.6 nM
100 nM
Potency
Potency
via Super-PRED
via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL1977 P11473 Vitamin D receptor 99.33% 99.43%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.73% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.06% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 94.24% 95.93%
CHEMBL221 P23219 Cyclooxygenase-1 92.81% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.24% 97.25%
CHEMBL3359 P21462 Formyl peptide receptor 1 91.89% 93.56%
CHEMBL237 P41145 Kappa opioid receptor 90.65% 98.10%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.45% 82.69%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.22% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.30% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.24% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.18% 97.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.86% 90.71%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.40% 94.45%
CHEMBL5203 P33316 dUTP pyrophosphatase 85.93% 99.18%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.52% 91.07%
CHEMBL5600 P27448 Serine/threonine-protein kinase c-TAK1 83.18% 88.81%
CHEMBL4072 P07858 Cathepsin B 83.08% 93.67%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.80% 100.00%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 80.64% 95.00%
CHEMBL1902 P62942 FK506-binding protein 1A 80.15% 97.05%

Plants that contains it

Top
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.
Cocos nucifera
Humulus lupulus

Cross-Links

Top
PubChem 44630173
NPASS NPC58258