CID 98222

Details

• Internal ID: ba1aacb7-5c95-4f9d-8f85-1fa8a736c62e
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: (7-hydroxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl)methyl 2,3-dihydroxy-2-(1-methoxyethyl)-3-methylbutanoate
• SMILES (Canonical): CC(C(C(=O)OCC1=CCN2C1C(CC2)O)(C(C)(C)O)O)OC
• SMILES (Isomeric): CC(C(C(=O)OCC1=CCN2C1C(CC2)O)(C(C)(C)O)O)OC
• InChI: InChI=1S/C16H27NO6/c1-10(22-4)16(21,15(2,3)20)14(19)23-9-11-5-7-17-8-6-12(18)13(11)17/h5,10,12-13,18,20-21H,6-9H2,1-4H3
• InChI Key: ZNEMYFCJOCCUJN-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₇NO₆
• Molecular Weight: 329.39 g/mol
• Exact Mass: 329.18383758 g/mol
• Topological Polar Surface Area (TPSA): 99.50 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -0.56
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

• NSC89939
• NSC-89939
• CHEMBL1964449
• DTXSID401020051
• AKOS040734723
• NCI60_041999
• 2-(4-fluorophenoxy)-2-methyl-Propanoicacid
• A18943

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8412	84.12%
Caco-2	-	0.5143	51.43%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7052	70.52%
OATP2B1 inhibitior	-	0.8549	85.49%
OATP1B1 inhibitior	+	0.9060	90.60%
OATP1B3 inhibitior	+	0.9408	94.08%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.9215	92.15%
P-glycoprotein substrate	+	0.5108	51.08%
CYP3A4 substrate	+	0.5993	59.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6678	66.78%
CYP3A4 inhibition	-	0.9823	98.23%
CYP2C9 inhibition	-	0.8995	89.95%
CYP2C19 inhibition	-	0.9114	91.14%
CYP2D6 inhibition	-	0.6487	64.87%
CYP1A2 inhibition	-	0.8900	89.00%
CYP2C8 inhibition	-	0.7865	78.65%
CYP inhibitory promiscuity	-	0.9767	97.67%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Danger	0.6800	68.00%
Eye corrosion	-	0.9814	98.14%
Eye irritation	-	0.9762	97.62%
Skin irritation	-	0.7581	75.81%
Skin corrosion	-	0.9156	91.56%
Ames mutagenesis	+	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6484	64.84%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	1.0000	100.00%
skin sensitisation	-	0.8188	81.88%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.5156	51.56%
Acute Oral Toxicity (c)	II	0.5582	55.82%
Estrogen receptor binding	+	0.6469	64.69%
Androgen receptor binding	+	0.5541	55.41%
Thyroid receptor binding	+	0.5718	57.18%
Glucocorticoid receptor binding	+	0.7637	76.37%
Aromatase binding	+	0.6118	61.18%
PPAR gamma	-	0.5580	55.80%
Honey bee toxicity	-	0.8658	86.58%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	-	0.7496	74.96%

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	99.21%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.75%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.64%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.73%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.60%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.30%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.97%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.74%	97.09%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.29%	100.00%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	82.14%	90.24%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.42%	95.89%

Plants that contains it

• Heliotropium bacciferum
• Heliotropium bovei
• Heliotropium ellipticum
• Heliotropium esfandiarii
• Heliotropium europaeum
• Heliotropium rotundifolium
• Heliotropium suaveolens
• Trichodesma africanum

Cross-Links

• PubChem: 98222
• LOTUS: LTS0153059
• wikiData: Q105380010