Scymnol

Details

• Internal ID: 532b20ae-c589-4397-9478-a74c4ee7500c
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives > Pentahydroxy bile acids, alcohols and derivatives
• IUPAC Name: (3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-17-[(2R,5R)-5,7-dihydroxy-6-(hydroxymethyl)heptan-2-yl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,7,12-triol
• InChI: InChI=1S/C27H48O6/c1-15(4-7-22(31)16(13-28)14-29)19-5-6-20-25-21(12-24(33)27(19,20)3)26(2)9-8-18(30)10-17(26)11-23(25)32/h15-25,28-33H,4-14H2,1-3H3/t15-,17+,18-,19-,20+,21+,22-,23-,24+,25+,26+,27-/m1/s1
• InChI Key: DIPHJTHZUWDJIK-JPLAUYQNSA-N
• Popularity: 19 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₈O₆
• Molecular Weight: 468.70 g/mol
• Exact Mass: 468.34508925 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.33
• H-Bond Acceptor: 6
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

• 5beta-Scymnol
• 6785-34-8
• 5beta-Cholestane-3alpha,7alpha,12alpha,24,26,27-hexol
• (24R)-5beta-cholestane-3alpha,7alpha,12alpha,24,26,27-hexol
• (3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-17-[(2R,5R)-5,7-dihydroxy-6-(hydroxymethyl)heptan-2-yl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,7,12-triol
• 5-beta-scymnol
• Cholestane-3,7,12,24,26,27-hexol, (3alpha,5beta,7alpha,12alpha)-
• SCHEMBL3092941
• CHEBI:50106
• DTXSID10987196
• LMST04030173
• cholestane-3,7,12,24,26,27-hexol
• Q27121907

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9580	95.80%
Caco-2	-	0.7826	78.26%
Blood Brain Barrier	+	0.6385	63.85%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Lysosomes	0.5668	56.68%
OATP2B1 inhibitior	-	0.5829	58.29%
OATP1B1 inhibitior	+	0.7222	72.22%
OATP1B3 inhibitior	+	0.9360	93.60%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6960	69.60%
BSEP inhibitior	-	0.8320	83.20%
P-glycoprotein inhibitior	-	0.5993	59.93%
P-glycoprotein substrate	+	0.5808	58.08%
CYP3A4 substrate	+	0.7244	72.44%
CYP2C9 substrate	-	0.6248	62.48%
CYP2D6 substrate	-	0.6942	69.42%
CYP3A4 inhibition	-	0.8755	87.55%
CYP2C9 inhibition	-	0.8384	83.84%
CYP2C19 inhibition	-	0.8637	86.37%
CYP2D6 inhibition	-	0.9575	95.75%
CYP1A2 inhibition	-	0.8275	82.75%
CYP2C8 inhibition	-	0.6199	61.99%
CYP inhibitory promiscuity	-	0.9203	92.03%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.7064	70.64%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9179	91.79%
Skin irritation	-	0.6169	61.69%
Skin corrosion	-	0.9625	96.25%
Ames mutagenesis	-	0.5648	56.48%
Human Ether-a-go-go-Related Gene inhibition	-	0.4758	47.58%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5276	52.76%
skin sensitisation	-	0.8981	89.81%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7766	77.66%
Acute Oral Toxicity (c)	III	0.6491	64.91%
Estrogen receptor binding	+	0.6460	64.60%
Androgen receptor binding	+	0.7425	74.25%
Thyroid receptor binding	+	0.6656	66.56%
Glucocorticoid receptor binding	+	0.6892	68.92%
Aromatase binding	+	0.6836	68.36%
PPAR gamma	+	0.5867	58.67%
Honey bee toxicity	-	0.7312	73.12%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.8635	86.35%

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	97.57%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.51%	96.09%
CHEMBL237	P41145	Kappa opioid receptor	94.58%	98.10%
CHEMBL226	P30542	Adenosine A1 receptor	94.09%	95.93%
CHEMBL238	Q01959	Dopamine transporter	93.03%	95.88%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.85%	95.89%
CHEMBL233	P35372	Mu opioid receptor	91.95%	97.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.40%	97.09%
CHEMBL2094135	Q96BI3	Gamma-secretase	91.01%	98.05%
CHEMBL220	P22303	Acetylcholinesterase	90.77%	94.45%
CHEMBL3837	P07711	Cathepsin L	90.43%	96.61%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	89.81%	96.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.83%	100.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	88.75%	95.58%
CHEMBL2581	P07339	Cathepsin D	88.71%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.05%	94.45%
CHEMBL206	P03372	Estrogen receptor alpha	86.58%	97.64%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	86.36%	97.29%
CHEMBL242	Q92731	Estrogen receptor beta	86.27%	98.35%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.82%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.69%	95.89%
CHEMBL5103	Q969S8	Histone deacetylase 10	85.62%	90.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.85%	91.11%
CHEMBL1871	P10275	Androgen Receptor	84.69%	96.43%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.46%	89.05%
CHEMBL221	P23219	Cyclooxygenase-1	83.58%	90.17%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	82.71%	92.78%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	81.61%	98.46%
CHEMBL3023	Q9NRA0	Sphingosine kinase 2	81.06%	95.61%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.99%	97.14%
CHEMBL3055	P50613	Cyclin-dependent kinase 7	80.92%	81.88%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.50%	82.69%
CHEMBL325	Q13547	Histone deacetylase 1	80.16%	95.92%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 165531
• LOTUS: LTS0000968
• wikiData: Q27121907