[7-(3-hydroxy-3-methylbutanoyl)oxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl 2-(1-acetyloxyethyl)-2,3-dihydroxy-3-methylbutanoate

Details

• Internal ID: a39d58c0-665f-4326-8b59-7a7ea0763233
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: [7-(3-hydroxy-3-methylbutanoyl)oxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl 2-(1-acetyloxyethyl)-2,3-dihydroxy-3-methylbutanoate
• SMILES (Canonical): CC(C(C(=O)OCC1=CCN2C1C(CC2)OC(=O)CC(C)(C)O)(C(C)(C)O)O)OC(=O)C
• SMILES (Isomeric): CC(C(C(=O)OCC1=CCN2C1C(CC2)OC(=O)CC(C)(C)O)(C(C)(C)O)O)OC(=O)C
• InChI: InChI=1S/C22H35NO9/c1-13(31-14(2)24)22(29,21(5,6)28)19(26)30-12-15-7-9-23-10-8-16(18(15)23)32-17(25)11-20(3,4)27/h7,13,16,18,27-29H,8-12H2,1-6H3
• InChI Key: RWSVCNGLTCIUJD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₅NO₉
• Molecular Weight: 457.50 g/mol
• Exact Mass: 457.23118169 g/mol
• Topological Polar Surface Area (TPSA): 143.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): 0.07
• H-Bond Acceptor: 10
• H-Bond Donor: 3
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7897	78.97%
Caco-2	-	0.6026	60.26%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6980	69.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9042	90.42%
OATP1B3 inhibitior	+	0.9397	93.97%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8299	82.99%
P-glycoprotein inhibitior	-	0.5185	51.85%
P-glycoprotein substrate	+	0.5703	57.03%
CYP3A4 substrate	+	0.6454	64.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7210	72.10%
CYP3A4 inhibition	-	0.9642	96.42%
CYP2C9 inhibition	-	0.9003	90.03%
CYP2C19 inhibition	-	0.8769	87.69%
CYP2D6 inhibition	-	0.7940	79.40%
CYP1A2 inhibition	-	0.8904	89.04%
CYP2C8 inhibition	-	0.6288	62.88%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Danger	0.7260	72.60%
Eye corrosion	-	0.9807	98.07%
Eye irritation	-	0.9395	93.95%
Skin irritation	-	0.7374	73.74%
Skin corrosion	-	0.9162	91.62%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5678	56.78%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	+	0.9875	98.75%
skin sensitisation	-	0.8071	80.71%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.6470	64.70%
Acute Oral Toxicity (c)	II	0.4465	44.65%
Estrogen receptor binding	+	0.5902	59.02%
Androgen receptor binding	+	0.5758	57.58%
Thyroid receptor binding	+	0.6001	60.01%
Glucocorticoid receptor binding	+	0.7197	71.97%
Aromatase binding	+	0.6638	66.38%
PPAR gamma	-	0.4838	48.38%
Honey bee toxicity	-	0.8177	81.77%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	-	0.4020	40.20%

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	99.10%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.66%	85.14%
CHEMBL2581	P07339	Cathepsin D	95.48%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.25%	97.25%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.11%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.58%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.36%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.91%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.81%	91.11%
CHEMBL3437	Q16853	Amine oxidase, copper containing	82.11%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.98%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.80%	100.00%

Plants that contains it

• Lithospermum officinale

Cross-Links

• PubChem: 162948400
• LOTUS: LTS0109277
• wikiData: Q105246725