3,5-dihydroxy-10,13-dimethyl-17-[1-(3-methyl-2,3,4,5-tetrahydropyridin-6-yl)ethyl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-one

Details

• Internal ID: e49b2248-abdf-475b-8b67-c0c659e7eba3
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > 22,26-epiminocholestanes
• IUPAC Name: 3,5-dihydroxy-10,13-dimethyl-17-[1-(3-methyl-2,3,4,5-tetrahydropyridin-6-yl)ethyl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-one
• SMILES (Canonical): CC1CCC(=NC1)C(C)C2CCC3C2(CCC4C3CC(=O)C5(C4(CCC(C5)O)C)O)C
• SMILES (Isomeric): CC1CCC(=NC1)C(C)C2CCC3C2(CCC4C3CC(=O)C5(C4(CCC(C5)O)C)O)C
• InChI: InChI=1S/C27H43NO3/c1-16-5-8-23(28-15-16)17(2)20-6-7-21-19-13-24(30)27(31)14-18(29)9-12-26(27,4)22(19)10-11-25(20,21)3/h16-22,29,31H,5-15H2,1-4H3
• InChI Key: OXSDZAAZDQVKSD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₃NO₃
• Molecular Weight: 429.60 g/mol
• Exact Mass: 429.32429423 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.81
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9647	96.47%
Caco-2	-	0.5196	51.96%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5851	58.51%
OATP2B1 inhibitior	-	0.7153	71.53%
OATP1B1 inhibitior	+	0.8712	87.12%
OATP1B3 inhibitior	+	0.9502	95.02%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.8699	86.99%
P-glycoprotein inhibitior	-	0.6319	63.19%
P-glycoprotein substrate	+	0.5071	50.71%
CYP3A4 substrate	+	0.7417	74.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7833	78.33%
CYP3A4 inhibition	-	0.9505	95.05%
CYP2C9 inhibition	-	0.8602	86.02%
CYP2C19 inhibition	-	0.8768	87.68%
CYP2D6 inhibition	-	0.8855	88.55%
CYP1A2 inhibition	-	0.8465	84.65%
CYP2C8 inhibition	-	0.5643	56.43%
CYP inhibitory promiscuity	-	0.9773	97.73%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6139	61.39%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.9516	95.16%
Skin irritation	-	0.6486	64.86%
Skin corrosion	-	0.8885	88.85%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5538	55.38%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.5689	56.89%
skin sensitisation	-	0.8130	81.30%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.8602	86.02%
Acute Oral Toxicity (c)	III	0.5628	56.28%
Estrogen receptor binding	+	0.8362	83.62%
Androgen receptor binding	+	0.8172	81.72%
Thyroid receptor binding	+	0.6085	60.85%
Glucocorticoid receptor binding	+	0.7863	78.63%
Aromatase binding	+	0.6666	66.66%
PPAR gamma	-	0.5556	55.56%
Honey bee toxicity	-	0.7526	75.26%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	-	0.5549	55.49%

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	95.39%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.11%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	92.68%	90.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.86%	100.00%
CHEMBL1914	P06276	Butyrylcholinesterase	90.47%	95.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.32%	99.23%
CHEMBL4302	P08183	P-glycoprotein 1	89.35%	92.98%
CHEMBL5103	Q969S8	Histone deacetylase 10	89.28%	90.08%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.49%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.56%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.15%	95.56%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.65%	96.38%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.26%	93.04%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.12%	95.89%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	83.40%	85.11%
CHEMBL204	P00734	Thrombin	83.15%	96.01%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.12%	89.05%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.07%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.23%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.01%	94.45%

Plants that contains it

• Fritillaria anhuiensis

Cross-Links

• PubChem: 78384864
• LOTUS: LTS0239919
• wikiData: Q105202907