Viostdrol

Details

• Internal ID: a78b4277-9300-4805-80df-0a78950f3a67
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Vitamin D and derivatives
• IUPAC Name: (3E)-3-[(2E)-2-[1-[(E)-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): CC(C)C(C)/C=C/C(C)C1CCC\2C1(CCC/C2=C\C=C\3/CC(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+
• InChI Key: MECHNRXZTMCUDQ-ZJGOHBTISA-N
• Popularity: 12 references in papers

Physical and Chemical Properties

• 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

• Davitin
• Metadee
• Mykostin
• Radiostol
• Viostdrol
• Crtron
• Decaps
• Infron
• Oleovitamin D
• Shock-ferol
• Davitamon D
• Dee-Osterol
• Uvesterol-D
• Dee-Roual
• Buco-D
• Synthetic Vitamin D
• Ergosterol, irradiated
• Haliver (Salt/Mix)
• Irradiated ergosta-5,7,22-trien-3.beta.-ol
• 9,10,Secoergosta-5,7,10(19),22-tetraen 3.beta.-ol
• Geltabs Vitamin D (Salt/Mix)
• SCHEMBL3228635
• CHEMBL1365846
• MECHNRXZTMCUDQ-ZJGOHBTISA-N
• 50-14-6
• AKOS024282579
• NCGC00017219-02
• NCGC00142497-01
• 3-{2-[7-((2E)-1,4,5-trimethylhex-2-enyl)-6-methylbicyclo[4.3.0]non-2-ylidene]e thylidene}-4-methylenecyclohexan-1-ol
• 9,10-Secoergosta-5,7,10(19),22-tetraen-3.betat.-ol
• (5Z,7E,22E)-9,10-Secoergosta-5,7,10,22-tetraen-3.beta.-ol
• (3.beta.,5Z,7E,22E)-9,10-Secoergosta-5,7,10(19)-,22-tetraen-3-ol

2D Structure

ADMET Properties (via admetSAR 2)

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

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1871	P10275	Androgen Receptor	1.1 nM	Ki	via Super-PRED
CHEMBL340	P08684	Cytochrome P450 3A4	31622.8 nM; 31622.8 nM	Potency; Potency	via CMAUP; via CMAUP
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

• Humulus lupulus
• Theobroma cacao

Cross-Links

• PubChem: 5353610
• NPASS: NPC49422
• ChEMBL: CHEMBL1365846
• LOTUS: LTS0100929
• wikiData: Q105162131