(1R,12S)-23-methyl-5,7,16,18-tetraoxa-23-azahexacyclo[10.10.1.02,10.04,8.013,21.015,19]tricosa-2,4(8),9,13,15(19),20-hexaen-1-ol

Details

• Internal ID: d1b36bf9-2b9a-4818-84d8-f28b87e1d1ab
• Taxonomy: Alkaloids and derivatives > Pavine alkaloids
• IUPAC Name: (1R,12S)-23-methyl-5,7,16,18-tetraoxa-23-azahexacyclo[10.10.1.02,10.04,8.013,21.015,19]tricosa-2,4(8),9,13,15(19),20-hexaen-1-ol
• SMILES (Canonical): CN1C2CC3=CC4=C(C=C3C1(CC5=CC6=C(C=C25)OCO6)O)OCO4
• SMILES (Isomeric): CN1[C@H]2CC3=CC4=C(C=C3[C@@]1(CC5=CC6=C(C=C25)OCO6)O)OCO4
• InChI: InChI=1S/C19H17NO5/c1-20-14-2-10-3-15-18(25-9-22-15)6-13(10)19(20,21)7-11-4-16-17(5-12(11)14)24-8-23-16/h3-6,14,21H,2,7-9H2,1H3/t14-,19+/m0/s1
• InChI Key: ONEUXHSNVSOILA-IFXJQAMLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₇NO₅
• Molecular Weight: 339.30 g/mol
• Exact Mass: 339.11067264 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.07
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9220	92.20%
Caco-2	+	0.8225	82.25%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Lysosomes	0.5260	52.60%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.9163	91.63%
OATP1B3 inhibitior	+	0.9513	95.13%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7100	71.00%
P-glycoprotein inhibitior	-	0.6408	64.08%
P-glycoprotein substrate	-	0.8249	82.49%
CYP3A4 substrate	+	0.5209	52.09%
CYP2C9 substrate	-	0.7907	79.07%
CYP2D6 substrate	+	0.3502	35.02%
CYP3A4 inhibition	-	0.5602	56.02%
CYP2C9 inhibition	-	0.8498	84.98%
CYP2C19 inhibition	-	0.6342	63.42%
CYP2D6 inhibition	-	0.5816	58.16%
CYP1A2 inhibition	-	0.6689	66.89%
CYP2C8 inhibition	-	0.9301	93.01%
CYP inhibitory promiscuity	-	0.8057	80.57%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5390	53.90%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.7609	76.09%
Skin irritation	-	0.7742	77.42%
Skin corrosion	-	0.9313	93.13%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6049	60.49%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.8546	85.46%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.5237	52.37%
Acute Oral Toxicity (c)	III	0.6166	61.66%
Estrogen receptor binding	+	0.8686	86.86%
Androgen receptor binding	+	0.6085	60.85%
Thyroid receptor binding	+	0.7003	70.03%
Glucocorticoid receptor binding	+	0.7347	73.47%
Aromatase binding	+	0.5972	59.72%
PPAR gamma	+	0.8333	83.33%
Honey bee toxicity	-	0.8561	85.61%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	-	0.3636	36.36%

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	96.68%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.33%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.03%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.47%	94.45%
CHEMBL217	P14416	Dopamine D2 receptor	87.64%	95.62%
CHEMBL2581	P07339	Cathepsin D	87.24%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.72%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.30%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.69%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.40%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.86%	95.89%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.05%	86.00%

Plants that contains it

• Andira surinamensis
• Aralia hispida
• Baeckea frutescens
• Balanophora polyandra
• Boeberastrum anthemidifolium
• Chenopodiastrum murale
• Chenopodium quinoa
• Citrus medica
• Coprosma foetidissima
• Cryptocarya chinensis
• Davidsonia pruriens
• Echinochloa crus-galli
• Eriocephalus kingesii
• Geranium collinum
• Girgensohnia oppositiflora
• Harpullia cupanioides
• Isodon eriocalyx
• Lilium pomponium
• Lychnophora pinaster
• Marrubium parviflorum
• Microglossa pyrifolia
• Parthenium confertum
• Polygonatum orientale
• Psathyrotes ramosissima
• Scleropyrum pentandrum
• Selliguea hastata
• Trifolium diffusum
• Veronica stricta
• Youngia japonica
• Zanthoxylum acuminatum subsp. juniperinum

Cross-Links

• PubChem: 11110561
• NPASS: NPC202009
• LOTUS: LTS0049956
• wikiData: Q105194631