17-(6,7-Dihydroxy-5,6-dimethylhept-3-en-2-yl)-10,13-dimethyl-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,5,6,15-tetrol

Details

• Internal ID: 67386752-7356-4958-8ca8-341d8b827ca6
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
• IUPAC Name: 17-(6,7-dihydroxy-5,6-dimethylhept-3-en-2-yl)-10,13-dimethyl-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,5,6,15-tetrol
• SMILES (Canonical): CC(C=CC(C)C(C)(CO)O)C1CC(C2C1(CCC3C2CC(C4(C3(CCC(C4)O)C)O)O)C)O
• SMILES (Isomeric): CC(C=CC(C)C(C)(CO)O)C1CC(C2C1(CCC3C2CC(C4(C3(CCC(C4)O)C)O)O)C)O
• InChI: InChI=1S/C28H48O6/c1-16(6-7-17(2)27(5,33)15-29)21-13-22(31)24-19-12-23(32)28(34)14-18(30)8-11-26(28,4)20(19)9-10-25(21,24)3/h6-7,16-24,29-34H,8-15H2,1-5H3
• InChI Key: VAALKQOZZRQIEK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₈O₆
• Molecular Weight: 480.70 g/mol
• Exact Mass: 480.34508925 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.63
• H-Bond Acceptor: 6
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9471	94.71%
Caco-2	-	0.7229	72.29%
Blood Brain Barrier	+	0.6635	66.35%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5480	54.80%
OATP2B1 inhibitior	-	0.5755	57.55%
OATP1B1 inhibitior	+	0.8481	84.81%
OATP1B3 inhibitior	+	0.9292	92.92%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7150	71.50%
BSEP inhibitior	-	0.5309	53.09%
P-glycoprotein inhibitior	-	0.5876	58.76%
P-glycoprotein substrate	+	0.5551	55.51%
CYP3A4 substrate	+	0.7264	72.64%
CYP2C9 substrate	-	0.7853	78.53%
CYP2D6 substrate	-	0.7914	79.14%
CYP3A4 inhibition	-	0.8630	86.30%
CYP2C9 inhibition	-	0.8744	87.44%
CYP2C19 inhibition	-	0.8561	85.61%
CYP2D6 inhibition	-	0.9561	95.61%
CYP1A2 inhibition	-	0.8144	81.44%
CYP2C8 inhibition	+	0.5390	53.90%
CYP inhibitory promiscuity	-	0.9359	93.59%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.7416	74.16%
Eye corrosion	-	0.9935	99.35%
Eye irritation	-	0.9557	95.57%
Skin irritation	+	0.4940	49.40%
Skin corrosion	-	0.9561	95.61%
Ames mutagenesis	-	0.7148	71.48%
Human Ether-a-go-go-Related Gene inhibition	+	0.6751	67.51%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.5469	54.69%
skin sensitisation	-	0.8908	89.08%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.9094	90.94%
Acute Oral Toxicity (c)	III	0.6037	60.37%
Estrogen receptor binding	+	0.7889	78.89%
Androgen receptor binding	+	0.7492	74.92%
Thyroid receptor binding	+	0.6233	62.33%
Glucocorticoid receptor binding	+	0.6853	68.53%
Aromatase binding	+	0.6482	64.82%
PPAR gamma	+	0.5756	57.56%
Honey bee toxicity	-	0.6697	66.97%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9400	94.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.79%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.16%	96.09%
CHEMBL236	P41143	Delta opioid receptor	96.87%	99.35%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.77%	96.61%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.15%	85.14%
CHEMBL226	P30542	Adenosine A1 receptor	93.89%	95.93%
CHEMBL1937	Q92769	Histone deacetylase 2	93.45%	94.75%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.31%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.76%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	91.70%	97.79%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	91.19%	95.58%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.88%	94.45%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	90.77%	92.86%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.17%	100.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	90.10%	85.31%
CHEMBL237	P41145	Kappa opioid receptor	89.95%	98.10%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.20%	96.77%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	88.72%	97.31%
CHEMBL1871	P10275	Androgen Receptor	88.38%	96.43%
CHEMBL206	P03372	Estrogen receptor alpha	87.79%	97.64%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	87.56%	100.00%
CHEMBL299	P17252	Protein kinase C alpha	86.83%	98.03%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.77%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.36%	95.89%
CHEMBL2581	P07339	Cathepsin D	86.10%	98.95%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.09%	100.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.93%	91.03%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.13%	97.14%
CHEMBL204	P00734	Thrombin	84.93%	96.01%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.72%	91.07%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.56%	100.00%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	82.56%	95.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.47%	89.50%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	81.79%	97.23%
CHEMBL4370	P16662	UDP-glucuronosyltransferase 2B7	81.24%	100.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.85%	90.08%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.73%	89.05%
CHEMBL5600	P27448	Serine/threonine-protein kinase c-TAK1	80.66%	88.81%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.51%	93.56%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.19%	97.50%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	80.14%	97.29%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.11%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73835713
• LOTUS: LTS0019373
• wikiData: Q105282578