Teasterone

Details

• Internal ID: 2c051813-5269-47a1-a355-90dfcb30c947
• 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: (3S,5S,8S,9S,10R,13S,14S,17R)-17-[(2S,3R,4R,5S)-3,4-dihydroxy-5,6-dimethylheptan-2-yl]-3-hydroxy-10,13-dimethyl-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-one
• SMILES (Canonical): CC(C)C(C)C(C(C(C)C1CCC2C1(CCC3C2CC(=O)C4C3(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(=O)[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/C28H48O4/c1-15(2)16(3)25(31)26(32)17(4)20-7-8-21-19-14-24(30)23-13-18(29)9-11-28(23,6)22(19)10-12-27(20,21)5/h15-23,25-26,29,31-32H,7-14H2,1-6H3/t16-,17-,18-,19-,20+,21-,22-,23+,25+,26+,27+,28+/m0/s1
• InChI Key: SBSXXCCMIWEPEE-GZKYLSGOSA-N
• Popularity: 13 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₈O₄
• Molecular Weight: 448.70 g/mol
• Exact Mass: 448.35526001 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 4.84
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

• 92751-21-8
• O8HW7BJ06G
• UNII-O8HW7BJ06G
• (3beta,5alpha,22R,23R,24S)-3,22,23-trihydroxyergostan-6-one
• Ergostan-6-one, 3,22,23-trihydroxy-, (3SS,5a,22R,23R,24S)-
• 6-oxo-5alpha-campestan-3beta,22R,23R-triol
• (3S,5S,8S,9S,10R,13S,14S,17R)-17-[(2S,3R,4R,5S)-3,4-dihydroxy-5,6-dimethylheptan-2-yl]-3-hydroxy-10,13-dimethyl-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-one
• DTXSID1041136
• CHEBI:26863
• LMST01030121
• 6-oxo-campestan-3beta,22R,23R-triol
• Q27109923
• (22R,23R)-3beta,22,23-trihydroxy-5alpha-campestan-6-one
• (22R,23R,24S)-3beta,22,23-trihydroxy-5alpha-ergostan-6-one
• (3.BETA.,5.ALPHA.,22R,23R,24S)-3,22,23-TRIHYDROXYERGOSTAN-6-ONE

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9878	98.78%
Caco-2	-	0.6420	64.20%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8064	80.64%
OATP2B1 inhibitior	-	0.5774	57.74%
OATP1B1 inhibitior	+	0.8092	80.92%
OATP1B3 inhibitior	+	0.9548	95.48%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7321	73.21%
BSEP inhibitior	-	0.6439	64.39%
P-glycoprotein inhibitior	-	0.6564	65.64%
P-glycoprotein substrate	-	0.5820	58.20%
CYP3A4 substrate	+	0.6919	69.19%
CYP2C9 substrate	-	0.8312	83.12%
CYP2D6 substrate	-	0.7607	76.07%
CYP3A4 inhibition	-	0.8319	83.19%
CYP2C9 inhibition	-	0.8733	87.33%
CYP2C19 inhibition	-	0.8857	88.57%
CYP2D6 inhibition	-	0.9707	97.07%
CYP1A2 inhibition	-	0.7509	75.09%
CYP2C8 inhibition	-	0.8414	84.14%
CYP inhibitory promiscuity	-	0.9759	97.59%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6953	69.53%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9377	93.77%
Skin irritation	+	0.6626	66.26%
Skin corrosion	-	0.9247	92.47%
Ames mutagenesis	-	0.7970	79.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5822	58.22%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.5439	54.39%
skin sensitisation	-	0.7132	71.32%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.7793	77.93%
Acute Oral Toxicity (c)	III	0.6116	61.16%
Estrogen receptor binding	+	0.6498	64.98%
Androgen receptor binding	+	0.7552	75.52%
Thyroid receptor binding	+	0.5916	59.16%
Glucocorticoid receptor binding	+	0.5952	59.52%
Aromatase binding	-	0.4917	49.17%
PPAR gamma	-	0.6091	60.91%
Honey bee toxicity	-	0.7700	77.00%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9757	97.57%

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	96.07%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.31%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.66%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.00%	97.09%
CHEMBL2581	P07339	Cathepsin D	92.41%	98.95%
CHEMBL2179	P04062	Beta-glucocerebrosidase	89.17%	85.31%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.72%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.16%	94.45%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	87.78%	92.88%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.68%	90.71%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.00%	96.77%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.49%	93.04%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.41%	85.14%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.56%	93.03%
CHEMBL299	P17252	Protein kinase C alpha	83.18%	98.03%
CHEMBL237	P41145	Kappa opioid receptor	82.94%	98.10%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.84%	97.14%
CHEMBL2996	Q05655	Protein kinase C delta	82.40%	97.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.01%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.57%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.52%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.47%	95.89%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.95%	85.11%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	80.61%	95.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.50%	100.00%
CHEMBL2094135	Q96BI3	Gamma-secretase	80.47%	98.05%
CHEMBL1902	P62942	FK506-binding protein 1A	80.23%	97.05%

Plants that contains it

• Camellia sinensis
• Cannabis sativa
• Catharanthus roseus
• Erythronium japonicum
• Lilium maculatum
• Oryza sativa
• Raphanus raphanistrum subsp. sativus
• Rheum rhabarbarum
• Secale cereale
• Senna tora
• Triticum aestivum
• Zea mays

Cross-Links

• PubChem: 13475125
• NPASS: NPC19123
• LOTUS: LTS0028563
• wikiData: Q27109923