Stizophyllin

Details

• Internal ID: feea226a-6e52-4470-b574-d1fa92d33b79
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids > 20-oxosteroids
• IUPAC Name: 1-[(2R,3R,9S,10R,12R,13S,14S)-2,3,12-trihydroxy-10,13-dimethyl-2,3,6,9,11,12,14,15-octahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone
• SMILES (Canonical): CC(=O)C1=CCC2C1(C(CC3C2=CCC4=CC(C(CC34C)O)O)O)C
• SMILES (Isomeric): CC(=O)C1=CC[C@@H]2[C@@]1([C@@H](C[C@H]3C2=CCC4=C[C@H]([C@@H](C[C@]34C)O)O)O)C
• InChI: InChI=1S/C21H28O4/c1-11(22)14-6-7-15-13-5-4-12-8-17(23)18(24)10-20(12,2)16(13)9-19(25)21(14,15)3/h5-6,8,15-19,23-25H,4,7,9-10H2,1-3H3/t15-,16-,17+,18+,19+,20-,21+/m0/s1
• InChI Key: IWQKGRNFKYKJHS-KQFCJCSDSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₄
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.19875937 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 2.30
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• SCHEMBL29923934
• 1-[(2R,3R,9S,10R,12R,13S,14S)-2,3,12-Trihydroxy-10,13-dimethyl-2,3,6,9,11,12,14,15-octahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9949	99.49%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7647	76.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8924	89.24%
OATP1B3 inhibitior	+	0.9603	96.03%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6578	65.78%
P-glycoprotein inhibitior	-	0.8775	87.75%
P-glycoprotein substrate	-	0.5788	57.88%
CYP3A4 substrate	+	0.6385	63.85%
CYP2C9 substrate	-	0.7636	76.36%
CYP2D6 substrate	-	0.8672	86.72%
CYP3A4 inhibition	-	0.7515	75.15%
CYP2C9 inhibition	-	0.8983	89.83%
CYP2C19 inhibition	-	0.8418	84.18%
CYP2D6 inhibition	-	0.9427	94.27%
CYP1A2 inhibition	-	0.8934	89.34%
CYP2C8 inhibition	-	0.7814	78.14%
CYP inhibitory promiscuity	-	0.9300	93.00%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5541	55.41%
Eye corrosion	-	0.9935	99.35%
Eye irritation	-	0.9874	98.74%
Skin irritation	+	0.6182	61.82%
Skin corrosion	-	0.9433	94.33%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6187	61.87%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.7225	72.25%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.5165	51.65%
Acute Oral Toxicity (c)	III	0.4727	47.27%
Estrogen receptor binding	+	0.5872	58.72%
Androgen receptor binding	-	0.4880	48.80%
Thyroid receptor binding	+	0.7013	70.13%
Glucocorticoid receptor binding	+	0.8159	81.59%
Aromatase binding	+	0.5601	56.01%
PPAR gamma	-	0.6666	66.66%
Honey bee toxicity	-	0.7640	76.40%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9939	99.39%

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	97.14%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.88%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.40%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.56%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.19%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.74%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.40%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.96%	89.00%

Plants that contains it

• Stizophyllum riparium

Cross-Links

• PubChem: 13890847
• NPASS: NPC117133
• LOTUS: LTS0175473
• wikiData: Q105121800