6-Deoxotyphasterol

Details

• Internal ID: b09ccfa8-1b5f-485c-b056-294014ac5d4b
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives > Trihydroxy bile acids, alcohols and derivatives
• IUPAC Name: (2S,3R,4R,5S)-2-[(3R,5S,8R,9S,10S,13S,14S,17R)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-5,6-dimethylheptane-3,4-diol
• SMILES (Canonical): CC(C)C(C)C(C(C(C)C1CCC2C1(CCC3C2CCC4C3(CCC(C4)O)C)C)O)O
• SMILES (Isomeric): C[C@@H]([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@@H]4[C@@]3(CC[C@H](C4)O)C)C)[C@H]([C@@H]([C@@H](C)C(C)C)O)O
• InChI: InChI=1S/C28H50O3/c1-16(2)17(3)25(30)26(31)18(4)22-9-10-23-21-8-7-19-15-20(29)11-13-27(19,5)24(21)12-14-28(22,23)6/h16-26,29-31H,7-15H2,1-6H3/t17-,18-,19-,20+,21-,22+,23-,24-,25+,26+,27-,28+/m0/s1
• InChI Key: WPHVOXMMNSLJSF-DAWJDVIISA-N
• Popularity: 15 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₅₀O₃
• Molecular Weight: 434.70 g/mol
• Exact Mass: 434.37599545 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 7.30
• Atomic LogP (AlogP): 5.66
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

• 5alpha-campestan-3alpha,22R,23R-triol
• (3alpha,5alpha,22R,23R,24S)-ergostane-3,22,23-triol
• deoxotyphasterol
• SCHEMBL1517829
• DTXSID1040954
• CHEBI:20717
• LMST01030126
• 164034-47-3
• Q27109346
• (22R,23R,24S)-5alpha-ergostane-3alpha,22,23-triol
• (2S,3R,4R,5S)-2-[(3R,5S,8R,9S,10S,13S,14S,17R)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-5,6-dimethylheptane-3,4-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9917	99.17%
Caco-2	-	0.6648	66.48%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6790	67.90%
OATP2B1 inhibitior	-	0.5824	58.24%
OATP1B1 inhibitior	+	0.7441	74.41%
OATP1B3 inhibitior	+	0.9630	96.30%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.7402	74.02%
P-glycoprotein inhibitior	-	0.6674	66.74%
P-glycoprotein substrate	-	0.5865	58.65%
CYP3A4 substrate	+	0.6908	69.08%
CYP2C9 substrate	-	0.6107	61.07%
CYP2D6 substrate	-	0.6841	68.41%
CYP3A4 inhibition	-	0.9065	90.65%
CYP2C9 inhibition	-	0.8706	87.06%
CYP2C19 inhibition	-	0.8234	82.34%
CYP2D6 inhibition	-	0.9715	97.15%
CYP1A2 inhibition	-	0.7625	76.25%
CYP2C8 inhibition	-	0.8069	80.69%
CYP inhibitory promiscuity	-	0.9504	95.04%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6496	64.96%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.8928	89.28%
Skin irritation	+	0.5873	58.73%
Skin corrosion	-	0.9161	91.61%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5426	54.26%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5358	53.58%
skin sensitisation	-	0.6336	63.36%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.8242	82.42%
Acute Oral Toxicity (c)	III	0.6070	60.70%
Estrogen receptor binding	+	0.6700	67.00%
Androgen receptor binding	+	0.7645	76.45%
Thyroid receptor binding	+	0.6455	64.55%
Glucocorticoid receptor binding	+	0.6926	69.26%
Aromatase binding	+	0.5639	56.39%
PPAR gamma	-	0.5157	51.57%
Honey bee toxicity	-	0.7123	71.23%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9593	95.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.97%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.71%	97.25%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	92.33%	96.38%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.67%	91.11%
CHEMBL237	P41145	Kappa opioid receptor	90.71%	98.10%
CHEMBL2094135	Q96BI3	Gamma-secretase	90.68%	98.05%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.89%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	88.56%	90.17%
CHEMBL238	Q01959	Dopamine transporter	88.31%	95.88%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.79%	100.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	87.49%	92.88%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.93%	97.09%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	84.99%	92.86%
CHEMBL2996	Q05655	Protein kinase C delta	83.46%	97.79%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.29%	96.77%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.55%	90.71%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.52%	89.05%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.20%	95.89%
CHEMBL4581	P52732	Kinesin-like protein 1	81.71%	93.18%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.70%	93.03%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	81.70%	99.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.33%	91.03%
CHEMBL1871	P10275	Androgen Receptor	81.20%	96.43%
CHEMBL2431	P31751	Serine/threonine-protein kinase AKT2	81.13%	98.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.96%	82.69%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.88%	100.00%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	80.72%	95.00%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	80.38%	95.36%

Plants that contains it

• Arabidopsis thaliana
• Rheum rhabarbarum
• Zea mays

Cross-Links

• PubChem: 16061346
• NPASS: NPC223277
• LOTUS: LTS0115342
• wikiData: Q27109346