Ergosterol

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	e584d70e-adcb-41ed-90ab-e4ebf9209242
Taxonomy	Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
IUPAC Name	(3S,9S,10R,13R,14R,17R)-17-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol
SMILES (Canonical)	CC(C)C(C)C=CC(C)C1CCC2C1(CCC3C2=CC=C4C3(CCC(C4)O)C)C
SMILES (Isomeric)	C[C@H](/C=C/[C@H](C)C(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3C2=CC=C4[C@@]3(CC[C@@H](C4)O)C)C
InChI	InChI=1S/C28H44O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h7-10,18-20,22,24-26,29H,11-17H2,1-6H3/b8-7+/t19-,20+,22-,24+,25-,26-,27-,28+/m0/s1
InChI Key	DNVPQKQSNYMLRS-APGDWVJJSA-N
Popularity	12,785 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₈H₄₄O
Molecular Weight	396.60 g/mol
Exact Mass	396.339216023 g/mol
Topological Polar Surface Area (TPSA)	20.20 Å²
XlogP	7.40
Atomic LogP (AlogP)	7.33
H-Bond Acceptor	1
H-Bond Donor	1
Rotatable Bonds	4

Synonyms

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57-87-4

Provitamin D2

Ergosterin

Ergosta-5,7,22-trien-3-ol, (3b,22E)-

UNII-Z30RAY509F

CCRIS 7220

HSDB 395

Z30RAY509F

CHEBI:16933

24-Methylcholesta-5,7,22-trien-3beta-ol

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.6576	65.76%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4902	49.02%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.7739	77.39%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8349	83.49%
P-glycoprotein inhibitior	-	0.4407	44.07%
P-glycoprotein substrate	-	0.6062	60.62%
CYP3A4 substrate	+	0.6365	63.65%
CYP2C9 substrate	-	0.8255	82.55%
CYP2D6 substrate	-	0.7567	75.67%
CYP3A4 inhibition	-	0.8916	89.16%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9478	94.78%
CYP1A2 inhibition	-	0.9140	91.40%
CYP2C8 inhibition	-	0.7259	72.59%
CYP inhibitory promiscuity	-	0.7895	78.95%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5233	52.33%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9783	97.83%
Skin irritation	+	0.6637	66.37%
Skin corrosion	-	0.9564	95.64%
Ames mutagenesis	-	0.7854	78.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7172	71.72%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.5667	56.67%
skin sensitisation	+	0.6508	65.08%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.7494	74.94%
Acute Oral Toxicity (c)	I	0.5416	54.16%
Estrogen receptor binding	+	0.8518	85.18%
Androgen receptor binding	+	0.6527	65.27%
Thyroid receptor binding	+	0.6893	68.93%
Glucocorticoid receptor binding	+	0.7110	71.10%
Aromatase binding	-	0.7244	72.44%
PPAR gamma	-	0.5535	55.35%
Honey bee toxicity	-	0.8431	84.31%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9865	98.65%

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
CHEMBL226	P30542	Adenosine A1 receptor	96.97%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.56%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.88%	82.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.02%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.75%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.89%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.63%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.35%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.04%	93.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.53%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.22%	97.25%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.42%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.99%	100.00%

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.

Alisma plantago-aquatica subsp. orientale

Alstroemeria revoluta

Astragalus tragacantha

Baphia nitida