Warabisterone

Details

• Internal ID: 1d94cba7-ed7c-48e8-bb23-2397167767c5
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: 17-(2,3-dihydroxy-6-methylheptan-2-yl)-2,14-dihydroxy-10,13-dimethyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
• SMILES (Canonical): CC(C)CCC(C(C)(C1CCC2(C1(CCC3C2=CC(=O)C4C3(CC(C(C4)OC5C(C(C(C(O5)CO)O)O)O)O)C)C)O)O)O
• SMILES (Isomeric): CC(C)CCC(C(C)(C1CCC2(C1(CCC3C2=CC(=O)C4C3(CC(C(C4)OC5C(C(C(C(O5)CO)O)O)O)O)C)C)O)O)O
• InChI: InChI=1S/C33H54O11/c1-16(2)6-7-25(37)32(5,41)24-9-11-33(42)18-12-20(35)19-13-22(43-29-28(40)27(39)26(38)23(15-34)44-29)21(36)14-30(19,3)17(18)8-10-31(24,33)4/h12,16-17,19,21-29,34,36-42H,6-11,13-15H2,1-5H3
• InChI Key: CNAKQRUFJWYXIC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₄O₁₁
• Molecular Weight: 626.80 g/mol
• Exact Mass: 626.36661253 g/mol
• Topological Polar Surface Area (TPSA): 197.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.56
• H-Bond Acceptor: 11
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

• BCP32286

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9026	90.26%
Caco-2	-	0.8102	81.02%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.8474	84.74%
OATP2B1 inhibitior	-	0.7249	72.49%
OATP1B1 inhibitior	+	0.8853	88.53%
OATP1B3 inhibitior	-	0.2724	27.24%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6568	65.68%
BSEP inhibitior	+	0.6738	67.38%
P-glycoprotein inhibitior	+	0.6381	63.81%
P-glycoprotein substrate	+	0.5245	52.45%
CYP3A4 substrate	+	0.7313	73.13%
CYP2C9 substrate	-	0.8067	80.67%
CYP2D6 substrate	-	0.8910	89.10%
CYP3A4 inhibition	-	0.8752	87.52%
CYP2C9 inhibition	-	0.8084	80.84%
CYP2C19 inhibition	-	0.9022	90.22%
CYP2D6 inhibition	-	0.9331	93.31%
CYP1A2 inhibition	-	0.8266	82.66%
CYP2C8 inhibition	+	0.5192	51.92%
CYP inhibitory promiscuity	-	0.9107	91.07%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6947	69.47%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9257	92.57%
Skin irritation	+	0.5185	51.85%
Skin corrosion	-	0.9448	94.48%
Ames mutagenesis	-	0.6954	69.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6832	68.32%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5850	58.50%
skin sensitisation	-	0.9059	90.59%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8464	84.64%
Acute Oral Toxicity (c)	III	0.6684	66.84%
Estrogen receptor binding	+	0.7503	75.03%
Androgen receptor binding	+	0.7404	74.04%
Thyroid receptor binding	-	0.5458	54.58%
Glucocorticoid receptor binding	+	0.6285	62.85%
Aromatase binding	+	0.6260	62.60%
PPAR gamma	+	0.6022	60.22%
Honey bee toxicity	-	0.7469	74.69%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9645	96.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.51%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.38%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.37%	97.25%
CHEMBL220	P22303	Acetylcholinesterase	98.21%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.43%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.79%	97.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	94.17%	96.21%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.88%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.71%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.27%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.13%	95.56%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	91.45%	94.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	91.39%	97.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.90%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.78%	91.07%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	88.37%	94.78%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.12%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.92%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.47%	95.89%
CHEMBL4588	P22894	Matrix metalloproteinase 8	84.65%	94.66%
CHEMBL226	P30542	Adenosine A1 receptor	84.36%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.14%	86.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.11%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.10%	96.47%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.62%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.38%	93.56%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.10%	96.90%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.74%	96.77%
CHEMBL2094135	Q96BI3	Gamma-secretase	81.65%	98.05%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.04%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.29%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.22%	92.62%

Plants that contains it

• Onoclea struthiopteris
• Podocarpus macrophyllus
• Pteridium aquilinum
• Taxus cuspidata
• Woodwardia orientalis

Cross-Links

• PubChem: 631338
• NPASS: NPC168816
• LOTUS: LTS0178111
• wikiData: Q104965511