(1S,2S,5S,6S,9R,12S,13R,16S,17R,18R,20R)-16-(dimethylamino)-6,7,13,17-tetramethyl-7-azapentacyclo[10.8.0.02,9.05,9.013,18]icosane-18,20-diol

Details

• Internal ID: 690b55ba-936f-41fb-bdd2-f4dadde4a77f
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > Conanine-type alkaloids
• IUPAC Name: (1S,2S,5S,6S,9R,12S,13R,16S,17R,18R,20R)-16-(dimethylamino)-6,7,13,17-tetramethyl-7-azapentacyclo[10.8.0.02,9.05,9.013,18]icosane-18,20-diol
• SMILES (Canonical): CC1C(CCC2(C1(CC(C3C2CCC45C3CCC4C(N(C5)C)C)O)O)C)N(C)C
• SMILES (Isomeric): C[C@@H]1[C@H](CC[C@]2([C@]1(C[C@H]([C@@H]3[C@@H]2CC[C@@]45[C@H]3CC[C@@H]4[C@@H](N(C5)C)C)O)O)C)N(C)C
• InChI: InChI=1S/C25H44N2O2/c1-15-20(26(4)5)10-11-23(3)18-9-12-24-14-27(6)16(2)17(24)7-8-19(24)22(18)21(28)13-25(15,23)29/h15-22,28-29H,7-14H2,1-6H3/t15-,16+,17-,18+,19+,20+,21-,22-,23-,24+,25-/m1/s1
• InChI Key: OXOKQBJXPMVNLS-WBYSGCIYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₄N₂O₂
• Molecular Weight: 404.60 g/mol
• Exact Mass: 404.34027865 g/mol
• Topological Polar Surface Area (TPSA): 46.90 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.22
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9467	94.67%
Caco-2	-	0.5481	54.81%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Lysosomes	0.4733	47.33%
OATP2B1 inhibitior	-	0.8607	86.07%
OATP1B1 inhibitior	+	0.9053	90.53%
OATP1B3 inhibitior	+	0.9347	93.47%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.6336	63.36%
P-glycoprotein inhibitior	-	0.8033	80.33%
P-glycoprotein substrate	+	0.5340	53.40%
CYP3A4 substrate	+	0.7068	70.68%
CYP2C9 substrate	-	0.8256	82.56%
CYP2D6 substrate	+	0.5421	54.21%
CYP3A4 inhibition	-	0.9213	92.13%
CYP2C9 inhibition	-	0.8571	85.71%
CYP2C19 inhibition	-	0.8566	85.66%
CYP2D6 inhibition	-	0.8080	80.80%
CYP1A2 inhibition	-	0.8614	86.14%
CYP2C8 inhibition	-	0.8269	82.69%
CYP inhibitory promiscuity	-	0.9581	95.81%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5780	57.80%
Eye corrosion	-	0.9820	98.20%
Eye irritation	-	0.9148	91.48%
Skin irritation	-	0.7663	76.63%
Skin corrosion	-	0.8741	87.41%
Ames mutagenesis	-	0.7283	72.83%
Human Ether-a-go-go-Related Gene inhibition	-	0.6543	65.43%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	+	0.5444	54.44%
skin sensitisation	-	0.8459	84.59%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.8332	83.32%
Acute Oral Toxicity (c)	III	0.5740	57.40%
Estrogen receptor binding	+	0.8189	81.89%
Androgen receptor binding	+	0.7364	73.64%
Thyroid receptor binding	+	0.6416	64.16%
Glucocorticoid receptor binding	+	0.7027	70.27%
Aromatase binding	+	0.7040	70.40%
PPAR gamma	+	0.5584	55.84%
Honey bee toxicity	-	0.7463	74.63%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	-	0.4696	46.96%

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	97.98%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.80%	97.25%
CHEMBL1974	P36888	Tyrosine-protein kinase receptor FLT3	93.08%	91.83%
CHEMBL204	P00734	Thrombin	88.93%	96.01%
CHEMBL221	P23219	Cyclooxygenase-1	88.47%	90.17%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	88.03%	95.52%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.97%	100.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	86.53%	95.58%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	86.14%	98.46%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	84.99%	91.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.21%	95.89%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	83.07%	92.38%
CHEMBL233	P35372	Mu opioid receptor	82.65%	97.93%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.60%	97.14%
CHEMBL259	P32245	Melanocortin receptor 4	82.29%	95.38%
CHEMBL4072	P07858	Cathepsin B	82.12%	93.67%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.50%	97.50%
CHEMBL4302	P08183	P-glycoprotein 1	81.42%	92.98%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.39%	92.86%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	81.27%	96.03%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.06%	96.61%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	80.85%	99.17%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.62%	93.04%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.38%	95.56%

Plants that contains it

• Alpinia formosana
• Anisocycla grandidieri
• Asparagus setaceus
• Bambusa tulda
• Bidens parviflora
• Croton flavens
• Elsholtzia stauntonii
• Flindersia australis
• Haemanthus coccineus
• Heliotropium angiospermum
• Holarrhena pubescens
• Mentha suaveolens
• Pinus bungeana
• Piper hostmannianum
• Protea compacta
• Typhonium flagelliforme

Cross-Links

• PubChem: 101529338
• NPASS: NPC82329
• LOTUS: LTS0230372
• wikiData: Q105202832