Fabianine

Details

• Internal ID: 5493961f-2d81-4e7c-8de1-b57bbadce8c6
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Hydroquinolines
• IUPAC Name: 2-[(5S,8R)-2,5-dimethyl-5,6,7,8-tetrahydroquinolin-8-yl]propan-2-ol
• SMILES (Canonical): CC1CCC(C2=C1C=CC(=N2)C)C(C)(C)O
• SMILES (Isomeric): C[C@H]1CC[C@H](C2=C1C=CC(=N2)C)C(C)(C)O
• InChI: InChI=1S/C14H21NO/c1-9-5-8-12(14(3,4)16)13-11(9)7-6-10(2)15-13/h6-7,9,12,16H,5,8H2,1-4H3/t9-,12+/m0/s1
• InChI Key: ZKWQRKACMGTYMH-JOYOIKCWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₁NO
• Molecular Weight: 219.32 g/mol
• Exact Mass: 219.162314293 g/mol
• Topological Polar Surface Area (TPSA): 33.10 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.14
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 6871-51-8
• C09949
• CHEBI:4962
• DTXSID20331863
• Q27106592
• 8-Quinolinemethanol, 5,6,7,8-tetrahydro-.alpha.,.alpha.,2,5-tetramethyl-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9926	99.26%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.8879	88.79%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5319	53.19%
OATP2B1 inhibitior	-	0.8550	85.50%
OATP1B1 inhibitior	+	0.9530	95.30%
OATP1B3 inhibitior	+	0.9408	94.08%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.9093	90.93%
P-glycoprotein inhibitior	-	0.9641	96.41%
P-glycoprotein substrate	-	0.5628	56.28%
CYP3A4 substrate	+	0.5250	52.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6892	68.92%
CYP3A4 inhibition	-	0.8143	81.43%
CYP2C9 inhibition	-	0.8259	82.59%
CYP2C19 inhibition	-	0.5438	54.38%
CYP2D6 inhibition	-	0.8363	83.63%
CYP1A2 inhibition	+	0.5110	51.10%
CYP2C8 inhibition	-	0.5920	59.20%
CYP inhibitory promiscuity	-	0.7624	76.24%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6723	67.23%
Eye corrosion	-	0.9834	98.34%
Eye irritation	-	0.6997	69.97%
Skin irritation	-	0.6164	61.64%
Skin corrosion	-	0.8546	85.46%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7181	71.81%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.6120	61.20%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8347	83.47%
Acute Oral Toxicity (c)	III	0.6564	65.64%
Estrogen receptor binding	-	0.7990	79.90%
Androgen receptor binding	-	0.6449	64.49%
Thyroid receptor binding	+	0.5597	55.97%
Glucocorticoid receptor binding	-	0.6845	68.45%
Aromatase binding	-	0.8578	85.78%
PPAR gamma	-	0.7832	78.32%
Honey bee toxicity	-	0.9631	96.31%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.7100	71.00%
Fish aquatic toxicity	-	0.4600	46.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.70%	97.25%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	91.56%	93.65%
CHEMBL2039	P27338	Monoamine oxidase B	87.03%	92.51%
CHEMBL2581	P07339	Cathepsin D	86.27%	98.95%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	82.33%	96.39%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.23%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.17%	97.09%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.79%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.70%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	81.52%	94.73%
CHEMBL1907	P15144	Aminopeptidase N	81.15%	93.31%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.82%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.00%	95.56%

Plants that contains it

• Chiloscyphus rivularis
• Conocarpus erectus
• Fabiana imbricata
• Lupinus pilosus
• Magnolia fraseri
• Rubus occidentalis

Cross-Links

• PubChem: 442529
• NPASS: NPC175492
• LOTUS: LTS0033074
• wikiData: Q27106592