Corynoline

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	5f46ff08-e17c-485b-8ad3-9d5faef733ff
Taxonomy	Alkaloids and derivatives > Benzophenanthridine alkaloids > Hexahydrobenzophenanthridine alkaloids
IUPAC Name	(1R,12S,13R)-13,24-dimethyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.02,10.04,8.014,22.017,21]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-ol
SMILES (Canonical)	CC12C(CC3=CC4=C(C=C3C1N(CC5=C2C=CC6=C5OCO6)C)OCO4)O
SMILES (Isomeric)	C[C@]12[C@H](CC3=CC4=C(C=C3[C@H]1N(CC5=C2C=CC6=C5OCO6)C)OCO4)O
InChI	InChI=1S/C21H21NO5/c1-21-14-3-4-15-19(27-10-24-15)13(14)8-22(2)20(21)12-7-17-16(25-9-26-17)5-11(12)6-18(21)23/h3-5,7,18,20,23H,6,8-10H2,1-2H3/t18-,20+,21-/m0/s1
InChI Key	IQUGPRHKZNCHGC-TYPHKJRUSA-N
Popularity	28 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₁H₂₁NO₅
Molecular Weight	367.40 g/mol
Exact Mass	367.14197277 g/mol
Topological Polar Surface Area (TPSA)	60.40 Å²
XlogP	2.70
Atomic LogP (AlogP)	2.51
H-Bond Acceptor	6
H-Bond Donor	1
Rotatable Bonds	0

Synonyms

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18797-79-0

(+)-corynoline

13-methylchelidonine

Chelidonine, 13-methyl-

ZQ9W3JU6N3

[1,3]Benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridin-6-ol, 5b,6,7,12b,13,14-hexahydro-5b,13-dimethyl-, (5bR,6S,12bR)-

CHEMBL4126384

(11S,13R,14R)-corynoline

(1R,12S,13R)-13,24-dimethyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.02,10.04,8.014,22.017,21]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-ol

13,24-Dimethyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.02,10.04,8.014,22.017,21]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-ol

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8975	89.75%
Caco-2	+	0.8070	80.70%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Lysosomes	0.7359	73.59%
OATP2B1 inhibitior	-	0.8618	86.18%
OATP1B1 inhibitior	+	0.9027	90.27%
OATP1B3 inhibitior	+	0.9451	94.51%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8673	86.73%
P-glycoprotein inhibitior	+	0.6575	65.75%
P-glycoprotein substrate	-	0.5515	55.15%
CYP3A4 substrate	+	0.6230	62.30%
CYP2C9 substrate	-	0.6063	60.63%
CYP2D6 substrate	+	0.5307	53.07%
CYP3A4 inhibition	+	0.5367	53.67%
CYP2C9 inhibition	-	0.8596	85.96%
CYP2C19 inhibition	+	0.7034	70.34%
CYP2D6 inhibition	+	0.7220	72.20%
CYP1A2 inhibition	+	0.5521	55.21%
CYP2C8 inhibition	-	0.8252	82.52%
CYP inhibitory promiscuity	-	0.8286	82.86%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5022	50.22%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9581	95.81%
Skin irritation	-	0.7904	79.04%
Skin corrosion	-	0.9349	93.49%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6852	68.52%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8310	83.10%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.6457	64.57%
Acute Oral Toxicity (c)	III	0.6377	63.77%
Estrogen receptor binding	+	0.8291	82.91%
Androgen receptor binding	+	0.6514	65.14%
Thyroid receptor binding	+	0.6031	60.31%
Glucocorticoid receptor binding	+	0.7438	74.38%
Aromatase binding	+	0.5372	53.72%
PPAR gamma	+	0.7749	77.49%
Honey bee toxicity	-	0.7867	78.67%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.7730	77.30%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	97.29%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.66%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.04%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.68%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.36%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.81%	85.14%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	90.27%	93.40%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.68%	100.00%
CHEMBL1951	P21397	Monoamine oxidase A	89.25%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.75%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.29%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.53%	97.25%
CHEMBL4208	P20618	Proteasome component C5	85.53%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.45%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.15%	95.89%
CHEMBL217	P14416	Dopamine D2 receptor	82.45%	95.62%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.44%	86.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.