Pseudotropine

Details

• Internal ID: 310a7d23-e9bb-46d8-ae5f-dc07427df2f1
• Taxonomy: Alkaloids and derivatives > Tropane alkaloids
• IUPAC Name: 8-methyl-8-azabicyclo[3.2.1]octan-3-ol
• SMILES (Canonical): CN1C2CCC1CC(C2)O
• SMILES (Isomeric): CN1C2CCC1CC(C2)O
• InChI: InChI=1S/C8H15NO/c1-9-6-2-3-7(9)5-8(10)4-6/h6-8,10H,2-5H2,1H3
• InChI Key: CYHOMWAPJJPNMW-UHFFFAOYSA-N
• Popularity: 110 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₅NO
• Molecular Weight: 141.21 g/mol
• Exact Mass: 141.115364102 g/mol
• Topological Polar Surface Area (TPSA): 23.50 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.60
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• Pseudotropine
• 8-Methyl-8-azabicyclo[3.2.1]octan-3-ol
• 120-29-6
• 7432-10-2
• 3-Tropanol
• Tropanol
• 3-alpha-Tropanol
• 3alpha-Tropanol
• 3.alpha.-Tropanol
• N-Tropine (trans)
• NSC43870
• NSC43871
• 2,3-Dihydro-3alpha-hydroxytropidine
• NSC 43870
• 8-Azabicyclo[3.2.1]octan-3-ol, 8-methyl-, endo-
• 8-Azabicyclo(3.2.1)octanol, 8-methyl-
• endo-8-methyl-8-azabicyclo[3.2.1]octan-3-ol
• EINECS 204-384-2
• 2,3-Dihydro-3.alpha.-hydroxytropidine
• BRN 0080188
• 1-alpha-H,5-alpha-H-Tropan-3-alpha-ol
• 1.alpha.H,5.alpha.H-Tropan-3.alpha.-ol
• AI3-52686
• 1-Methyl-2,5-(2-hydroxytrimethylene)pyrrolidine
• 8-Azabicyclo(3.2.1)octan-3-ol, 8-methyl-, endo-
• 3.beta.-Tropanol
• ENDO-8-METHYL-8-AZABICYCLO(3.2.1)OCTAN-3-OL
• 8-Azabicyclo[3.2.1]octan-3-ol, 8-methyl-, (3-endo)-
• 8-Azabicyclo[3.2.1]octanol, 8-methyl-
• UNII-7YXR19M72Y
• 8-Azabicyclo(3.2.1)octan-3-ol, 8-methyl-, (3-endo)-
• 1alphaH,5alphaH-Tropan-3alpha-ol
• NSC-43870
• NSC-43871
• tropan-3-ol
• 8-Azabicyclo(3.2.1)octan-3-ol, 8-methyl-, exo-
• 8-Azabicyclo[3.2.1]octan-3-ol, 8-methyl-, exo-
• Prestwick0_001077
• Prestwick1_001077
• Prestwick2_001077
• Prestwick3_001077
• bmse000974
• ATROPINE IMPURITY 8
• Oprea1_099397
• SCHEMBL38978
• BSPBio_001094
• SPBio_002997
• BPBio1_001204
• CHEMBL113555
• DTXSID70859224
• HMS1571G16
• HMS1661L14
• HMS2098G16
• HY-N7061
• NSC241183
• STL377773
• AKOS005267127
• AKOS015955557
• AC-1979
• AC-1980
• CCG-208541
• CS-W016435
• NSC-241183
• NCGC00179307-01
• 1-alpha H,5-alpha H-tropan-3-alpha-ol
• AS-13524
• AS-13829
• SY005218
• 1alphaH,5alphaH-Tropan-3alpha-ol (8CI)
• LS-157917
• LS-157918
• N-Methyl-8-azabicyclo[3.2.1]octan-3-ol
• 8-Methyl-8-aza-bicyclo[3.2.1]octan-3-ol
• AB00514033
• AM20080142
• BB 0259527
• CS-0369298
• FT-0600514
• FT-0602520
• FT-0660307
• FT-0675703
• C00729
• C02066
• EN300-223936
• 2,3-Dihydro-3alpha-hydroxy-8-methylnortropidine
• 8-Methyl-8-azabicyclo[3.2.1]octan-3-ol, endo-
• endo-8-Azabicyclo[3.2.1]-3-octanol, 8-methyl-
• endo-8-Methyl-8-azabicyclo-nu[3.2.1]octan-3-ol
• SR-05000002205
• Q-201903
• SR-05000002205-2
• W-108254
• F0001-2567
• 0AC9FE9A-C292-490C-A504-EA261C257333
• InChI=1/C8H15NO/c1-9-6-2-3-7(9)5-8(10)4-6/h6-8,10H,2-5H2,1H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9719	97.19%
Caco-2	+	0.7071	70.71%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Lysosomes	0.7707	77.07%
OATP2B1 inhibitior	-	0.8525	85.25%
OATP1B1 inhibitior	+	0.9759	97.59%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.6750	67.50%
BSEP inhibitior	-	0.9526	95.26%
P-glycoprotein inhibitior	-	0.9869	98.69%
P-glycoprotein substrate	-	0.8683	86.83%
CYP3A4 substrate	-	0.5949	59.49%
CYP2C9 substrate	+	0.5655	56.55%
CYP2D6 substrate	+	0.5513	55.13%
CYP3A4 inhibition	-	0.9963	99.63%
CYP2C9 inhibition	-	0.9443	94.43%
CYP2C19 inhibition	-	0.9418	94.18%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9046	90.46%
CYP2C8 inhibition	-	0.9981	99.81%
CYP inhibitory promiscuity	-	0.9902	99.02%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6720	67.20%
Eye corrosion	-	0.9274	92.74%
Eye irritation	+	0.9384	93.84%
Skin irritation	-	0.7133	71.33%
Skin corrosion	-	0.8870	88.70%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6607	66.07%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.6150	61.50%
skin sensitisation	-	0.8771	87.71%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.5637	56.37%
Acute Oral Toxicity (c)	III	0.6562	65.62%
Estrogen receptor binding	-	0.8697	86.97%
Androgen receptor binding	-	0.8740	87.40%
Thyroid receptor binding	-	0.8491	84.91%
Glucocorticoid receptor binding	-	0.8775	87.75%
Aromatase binding	-	0.8635	86.35%
PPAR gamma	-	0.9211	92.11%
Honey bee toxicity	-	0.9264	92.64%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	-	0.9471	94.71%

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	94.17%	96.09%
CHEMBL238	Q01959	Dopamine transporter	90.97%	95.88%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	84.36%	98.46%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.33%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.38%	95.89%
CHEMBL1899	P46098	Serotonin 3a (5-HT3a) receptor	83.00%	100.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	82.86%	97.47%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.62%	97.09%
CHEMBL2581	P07339	Cathepsin D	81.96%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.24%	95.89%
CHEMBL4072	P07858	Cathepsin B	80.60%	93.67%

Plants that contains it

• Argyreia mollis
• Atropa belladonna
• Brugmansia arborea
• Brugmansia suaveolens
• Convolvulus arvensis
• Cyphanthera myosotidea
• Cyphanthera tasmanica
• Datura innoxia
• Datura metel
• Datura stramonium
• Datura stramonium
• Duboisia myoporoides
• Erythroxylum dekindtii
• Erythroxylum fimbriatum
• Erythroxylum monogynum
• Erythroxylum zambesiacum
• Forsythia koreana
• Hyoscyamus albus
• Hyoscyamus pusillus
• Linum usitatissimum
• Physalis minima
• Physalis peruviana
• Physochlaina alaica
• Physochlaina orientalis
• Schizanthus grahamii
• Schizanthus hookeri
• Schizanthus pinnatus
• Scopolia carniolica
• Solandra grandiflora
• Withania somnifera

Cross-Links

• PubChem: 8424
• NPASS: NPC208068
• LOTUS: LTS0167995
• wikiData: Q2467410