Ergosterol peroxide

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	370de6ff-e703-43c1-8e5f-d0cb1b34db19
Taxonomy	Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids
IUPAC Name	(1S,2R,5R,6R,9R,10R,13S,15S)-5-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-6,10-dimethyl-16,17-dioxapentacyclo[13.2.2.01,9.02,6.010,15]nonadec-18-en-13-ol
SMILES (Canonical)	CC(C)C(C)C=CC(C)C1CCC2C1(CCC3C24C=CC5(C3(CCC(C5)O)C)OO4)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]3[C@]24C=C[C@@]5([C@@]3(CC[C@@H](C5)O)C)OO4)C
InChI	InChI=1S/C28H44O3/c1-18(2)19(3)7-8-20(4)22-9-10-23-25(22,5)13-12-24-26(6)14-11-21(29)17-27(26)15-16-28(23,24)31-30-27/h7-8,15-16,18-24,29H,9-14,17H2,1-6H3/b8-7+/t19-,20+,21-,22+,23+,24+,25+,26+,27+,28-/m0/s1
InChI Key	VXOZCESVZIRHCJ-KGHQQZOUSA-N
Popularity	261 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₈H₄₄O₃
Molecular Weight	428.60 g/mol
Exact Mass	428.32904526 g/mol
Topological Polar Surface Area (TPSA)	38.70 Å²
XlogP	6.70
Atomic LogP (AlogP)	6.47
H-Bond Acceptor	3
H-Bond Donor	1
Rotatable Bonds	4

Synonyms

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Ergosterol-5,8-peroxide

2061-64-5

Ergosterol endoperoxide

Peroxyergosterol

Ergosterol 5alpha,8alpha-epidioxide

UG9TN81TGH

CHEBI:65858

NSC-31324

DTXSID501021533

(1S,2R,5R,6R,9R,10R,13S,15S)-5-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-6,10-dimethyl-16,17-dioxapentacyclo[13.2.2.01,9.02,6.010,15]nonadec-18-en-13-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	+	0.9935	99.35%
Caco-2	+	0.5106	51.06%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5100	51.00%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7947	79.47%
OATP1B3 inhibitior	+	0.9121	91.21%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7252	72.52%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.6434	64.34%
CYP3A4 substrate	+	0.6892	68.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7078	70.78%
CYP3A4 inhibition	-	0.8511	85.11%
CYP2C9 inhibition	-	0.8949	89.49%
CYP2C19 inhibition	-	0.8710	87.10%
CYP2D6 inhibition	-	0.9557	95.57%
CYP1A2 inhibition	-	0.7571	75.71%
CYP2C8 inhibition	-	0.6031	60.31%
CYP inhibitory promiscuity	-	0.9578	95.78%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5823	58.23%
Eye corrosion	-	0.9838	98.38%
Eye irritation	-	0.9587	95.87%
Skin irritation	-	0.6196	61.96%
Skin corrosion	-	0.9049	90.49%
Ames mutagenesis	-	0.5828	58.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.7085	70.85%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.6948	69.48%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7575	75.75%
Acute Oral Toxicity (c)	III	0.3243	32.43%
Estrogen receptor binding	+	0.8313	83.13%
Androgen receptor binding	+	0.7225	72.25%
Thyroid receptor binding	+	0.6778	67.78%
Glucocorticoid receptor binding	+	0.7005	70.05%
Aromatase binding	+	0.5894	58.94%
PPAR gamma	+	0.5645	56.45%
Honey bee toxicity	-	0.7276	72.76%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9224	92.24%

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	96.22%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.46%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.59%	82.69%
CHEMBL226	P30542	Adenosine A1 receptor	90.34%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.87%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.78%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.96%	97.25%
CHEMBL2581	P07339	Cathepsin D	87.39%	98.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.37%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.01%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.84%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	86.58%	90.17%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.14%	97.14%
CHEMBL2179	P04062	Beta-glucocerebrosidase	82.09%	85.31%
CHEMBL268	P43235	Cathepsin K	81.98%	96.85%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.96%	91.07%
CHEMBL4072	P07858	Cathepsin B	80.51%	93.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.37%	89.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.22%	96.61%

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.

Acacia saligna

Ajuga integrifolia

Andrographis paniculata

Benincasa hispida

Breynia fruticosa

Calypogeia integristipula