beta-Skytanthine

Details

• Internal ID: 2a36b534-d9a6-4457-9bd5-c66a0bbd61ed
• Taxonomy: Organoheterocyclic compounds > Piperidines
• IUPAC Name: (4S,4aR,7S,7aS)-2,4,7-trimethyl-1,3,4,4a,5,6,7,7a-octahydrocyclopenta[c]pyridine
• SMILES (Canonical): CC1CCC2C1CN(CC2C)C
• SMILES (Isomeric): C[C@H]1CC[C@H]2[C@H]1CN(C[C@H]2C)C
• InChI: InChI=1S/C11H21N/c1-8-4-5-10-9(2)6-12(3)7-11(8)10/h8-11H,4-7H2,1-3H3/t8-,9+,10+,11-/m0/s1
• InChI Key: HGTMGCDIPYGVKA-ZDCRXTMVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₂₁N
• Molecular Weight: 167.29 g/mol
• Exact Mass: 167.167399674 g/mol
• Topological Polar Surface Area (TPSA): 3.20 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.23
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 24282-31-3
• (4S,4aR,7S,7aS)-2,4,7-trimethyl-1,3,4,4a,5,6,7,7a-octahydrocyclopenta[c]pyridine
• C09987
• .beta.-Skytanthine
• CHEBI:10445
• DTXSID90331875
• Q27108642
• 1H-2-Pyrindine, octahydro-2,4,7-trimethyl-, (4.alpha.,4a.beta.,7.beta.,7a.alpha.)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8930	89.30%
Caco-2	+	0.8896	88.96%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Lysosomes	0.7641	76.41%
OATP2B1 inhibitior	-	0.8453	84.53%
OATP1B1 inhibitior	+	0.9750	97.50%
OATP1B3 inhibitior	+	0.9541	95.41%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.9728	97.28%
P-glycoprotein inhibitior	-	0.9641	96.41%
P-glycoprotein substrate	-	0.8346	83.46%
CYP3A4 substrate	-	0.5603	56.03%
CYP2C9 substrate	-	0.8388	83.88%
CYP2D6 substrate	+	0.6443	64.43%
CYP3A4 inhibition	-	0.9732	97.32%
CYP2C9 inhibition	-	0.9255	92.55%
CYP2C19 inhibition	-	0.8766	87.66%
CYP2D6 inhibition	-	0.8352	83.52%
CYP1A2 inhibition	-	0.8599	85.99%
CYP2C8 inhibition	-	0.9789	97.89%
CYP inhibitory promiscuity	-	0.9576	95.76%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6386	63.86%
Eye corrosion	+	0.5512	55.12%
Eye irritation	+	0.9084	90.84%
Skin irritation	+	0.6210	62.10%
Skin corrosion	+	0.8452	84.52%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4314	43.14%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.7052	70.52%
skin sensitisation	-	0.8809	88.09%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.7075	70.75%
Acute Oral Toxicity (c)	III	0.6833	68.33%
Estrogen receptor binding	-	0.9002	90.02%
Androgen receptor binding	-	0.5628	56.28%
Thyroid receptor binding	-	0.7645	76.45%
Glucocorticoid receptor binding	-	0.9037	90.37%
Aromatase binding	-	0.7899	78.99%
PPAR gamma	-	0.8878	88.78%
Honey bee toxicity	-	0.8780	87.80%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	-	0.5329	53.29%

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	94.52%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.08%	97.25%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	86.92%	98.46%
CHEMBL2581	P07339	Cathepsin D	85.76%	98.95%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	84.07%	94.78%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	82.42%	86.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.84%	96.77%
CHEMBL3920	Q04759	Protein kinase C theta	80.76%	97.69%

Plants that contains it

• Incarvillea mairei
• Scutellaria amoena
• Scutellaria baicalensis
• Scutellaria viscidula

Cross-Links

• PubChem: 442552
• NPASS: NPC6119
• LOTUS: LTS0044787
• wikiData: Q27108642