(1R,4R,5R,6R,10R,11R,16R)-5,6,11-trihydroxy-5,6-dimethyl-4-propan-2-yl-2,8-dioxa-13-azatricyclo[8.5.1.013,16]hexadecane-3,7-dione

Details

• Internal ID: eb966ee1-24d9-4c2f-85e3-ef5df060d95b
• Taxonomy: Organoheterocyclic compounds > Pyrrolizidines
• IUPAC Name: (1R,4R,5R,6R,10R,11R,16R)-5,6,11-trihydroxy-5,6-dimethyl-4-propan-2-yl-2,8-dioxa-13-azatricyclo[8.5.1.013,16]hexadecane-3,7-dione
• SMILES (Canonical): CC(C)C1C(=O)OC2CCN3C2C(COC(=O)C(C1(C)O)(C)O)C(C3)O
• SMILES (Isomeric): CC(C)[C@H]1C(=O)O[C@@H]2CCN3[C@@H]2[C@H](COC(=O)[C@]([C@]1(C)O)(C)O)[C@H](C3)O
• InChI: InChI=1S/C18H29NO7/c1-9(2)13-15(21)26-12-5-6-19-7-11(20)10(14(12)19)8-25-16(22)18(4,24)17(13,3)23/h9-14,20,23-24H,5-8H2,1-4H3/t10-,11+,12-,13+,14-,17-,18+/m1/s1
• InChI Key: CYVCLVKKOTUWRC-GCKHXLQISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₉NO₇
• Molecular Weight: 371.40 g/mol
• Exact Mass: 371.19440226 g/mol
• Topological Polar Surface Area (TPSA): 117.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.71
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5683	56.83%
Caco-2	+	0.5068	50.68%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Lysosomes	0.4701	47.01%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.9441	94.41%
OATP1B3 inhibitior	+	0.9245	92.45%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8820	88.20%
P-glycoprotein inhibitior	-	0.8376	83.76%
P-glycoprotein substrate	+	0.5680	56.80%
CYP3A4 substrate	+	0.6225	62.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7092	70.92%
CYP3A4 inhibition	-	0.8213	82.13%
CYP2C9 inhibition	-	0.9268	92.68%
CYP2C19 inhibition	-	0.8988	89.88%
CYP2D6 inhibition	-	0.9451	94.51%
CYP1A2 inhibition	-	0.9211	92.11%
CYP2C8 inhibition	-	0.9402	94.02%
CYP inhibitory promiscuity	-	0.9945	99.45%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Danger	0.5508	55.08%
Eye corrosion	-	0.9832	98.32%
Eye irritation	-	0.9888	98.88%
Skin irritation	-	0.7786	77.86%
Skin corrosion	-	0.9190	91.90%
Ames mutagenesis	-	0.6132	61.32%
Human Ether-a-go-go-Related Gene inhibition	-	0.6360	63.60%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	+	0.8875	88.75%
skin sensitisation	-	0.8492	84.92%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.5064	50.64%
Acute Oral Toxicity (c)	III	0.4809	48.09%
Estrogen receptor binding	+	0.6585	65.85%
Androgen receptor binding	+	0.6311	63.11%
Thyroid receptor binding	-	0.4911	49.11%
Glucocorticoid receptor binding	+	0.5594	55.94%
Aromatase binding	+	0.5419	54.19%
PPAR gamma	-	0.7603	76.03%
Honey bee toxicity	-	0.6947	69.47%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	-	0.7393	73.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.92%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.04%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.71%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.59%	97.25%
CHEMBL2581	P07339	Cathepsin D	93.43%	98.95%
CHEMBL3310	Q96DB2	Histone deacetylase 11	92.03%	88.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	89.72%	90.08%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.22%	100.00%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	88.28%	94.78%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.28%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.99%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.73%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.73%	97.14%
CHEMBL1937	Q92769	Histone deacetylase 2	86.58%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.80%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.60%	91.11%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	84.54%	98.33%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.61%	97.28%
CHEMBL4588	P22894	Matrix metalloproteinase 8	83.04%	94.66%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.02%	96.77%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.00%	96.47%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.62%	93.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.12%	100.00%

Plants that contains it

• Erythrina abyssinica

Cross-Links

• PubChem: 101297661
• NPASS: NPC98952