9-Hydroxysparteine

Details

• Internal ID: 04e7c2c6-8fae-49be-8e62-42bb63832aa0
• Taxonomy: Alkaloids and derivatives > Lupin alkaloids > Sparteine, lupanine, and related alkaloids
• IUPAC Name: (1S,2R,9R,10R)-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecan-1-ol
• SMILES (Canonical): C1CCN2CC3(CC(C2C1)CN4C3CCCC4)O
• SMILES (Isomeric): C1CCN2C[C@]3(C[C@@H]([C@H]2C1)CN4[C@@H]3CCCC4)O
• InChI: InChI=1S/C15H26N2O/c18-15-9-12(10-16-7-4-2-6-14(15)16)13-5-1-3-8-17(13)11-15/h12-14,18H,1-11H2/t12-,13-,14-,15+/m1/s1
• InChI Key: DUUGVIKWQIWALC-TUVASFSCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆N₂O
• Molecular Weight: 250.38 g/mol
• Exact Mass: 250.204513457 g/mol
• Topological Polar Surface Area (TPSA): 26.70 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.46
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• DUUGVIKWQIWALC-TUVASFSCSA-N

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9747	97.47%
Caco-2	+	0.5715	57.15%
Blood Brain Barrier	+	0.9194	91.94%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6115	61.15%
OATP2B1 inhibitior	-	0.8566	85.66%
OATP1B1 inhibitior	+	0.9672	96.72%
OATP1B3 inhibitior	+	0.9497	94.97%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6750	67.50%
BSEP inhibitior	-	0.6555	65.55%
P-glycoprotein inhibitior	-	0.9551	95.51%
P-glycoprotein substrate	-	0.7963	79.63%
CYP3A4 substrate	-	0.5281	52.81%
CYP2C9 substrate	-	0.6306	63.06%
CYP2D6 substrate	+	0.5943	59.43%
CYP3A4 inhibition	-	0.9277	92.77%
CYP2C9 inhibition	-	0.9422	94.22%
CYP2C19 inhibition	-	0.9553	95.53%
CYP2D6 inhibition	-	0.5297	52.97%
CYP1A2 inhibition	-	0.9057	90.57%
CYP2C8 inhibition	-	0.9623	96.23%
CYP inhibitory promiscuity	-	0.9705	97.05%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6646	66.46%
Eye corrosion	-	0.9342	93.42%
Eye irritation	+	0.6863	68.63%
Skin irritation	-	0.5631	56.31%
Skin corrosion	-	0.5194	51.94%
Ames mutagenesis	-	0.7354	73.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4622	46.22%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.8468	84.68%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.6872	68.72%
Acute Oral Toxicity (c)	III	0.6738	67.38%
Estrogen receptor binding	-	0.7722	77.22%
Androgen receptor binding	-	0.6522	65.22%
Thyroid receptor binding	-	0.5529	55.29%
Glucocorticoid receptor binding	-	0.6151	61.51%
Aromatase binding	-	0.7972	79.72%
PPAR gamma	-	0.7968	79.68%
Honey bee toxicity	-	0.9073	90.73%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	-	0.9756	97.56%

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	97.43%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.75%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.38%	95.50%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	89.00%	94.78%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.59%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.27%	92.94%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.77%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.98%	95.89%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.04%	93.04%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	82.99%	98.33%
CHEMBL3023	Q9NRA0	Sphingosine kinase 2	82.64%	95.61%
CHEMBL237	P41145	Kappa opioid receptor	81.15%	98.10%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	80.75%	96.03%

Plants that contains it

• Lupinus sericeus

Cross-Links

• PubChem: 91752878
• LOTUS: LTS0158955
• wikiData: Q104989438