Lycorine

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	a24b6c84-c816-4f72-b936-2224091a00f7
Taxonomy	Alkaloids and derivatives > Amaryllidaceae alkaloids > Lycorine-type amaryllidaceae alkaloids
IUPAC Name	(1S,17S,18S,19S)-5,7-dioxa-12-azapentacyclo[10.6.1.02,10.04,8.015,19]nonadeca-2,4(8),9,15-tetraene-17,18-diol
SMILES (Canonical)
SMILES (Isomeric)
InChI	InChI=1S/C16H17NO4/c18-11-3-8-1-2-17-6-9-4-12-13(21-7-20-12)5-10(9)14(15(8)17)16(11)19/h3-5,11,14-16,18-19H,1-2,6-7H2/t11-,14-,15+,16+/m0/s1
InChI Key	XGVJWXAYKUHDOO-DANNLKNASA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₆H₁₇NO₄
Molecular Weight	287.31 g/mol
Exact Mass	287.11575802 g/mol
Topological Polar Surface Area (TPSA)	62.20 Å²
XlogP	0.00
Atomic LogP (AlogP)	0.75
H-Bond Acceptor	5
H-Bond Donor	2
Rotatable Bonds	0

Synonyms

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476-28-8

Amarylline

Galanthidine

Narcissine

Licorine

I9Q105R5BU

DTXSID60197208

NSC-401360

NSC-683873

CHEBI:6601

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	+	0.8994	89.94%
Caco-2	+	0.6576	65.76%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7532	75.32%
OATP2B1 inhibitior	-	0.8602	86.02%
OATP1B1 inhibitior	+	0.9414	94.14%
OATP1B3 inhibitior	+	0.9489	94.89%
MATE1 inhibitior	-	0.9205	92.05%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.9166	91.66%
P-glycoprotein substrate	-	0.7607	76.07%
CYP3A4 substrate	+	0.5157	51.57%
CYP2C9 substrate	-	0.7982	79.82%
CYP2D6 substrate	+	0.5000	50.00%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	+	0.8933	89.33%
CYP1A2 inhibition	+	0.9106	91.06%
CYP2C8 inhibition	-	0.8765	87.65%
CYP inhibitory promiscuity	-	0.7607	76.07%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5181	51.81%
Eye corrosion	-	0.9827	98.27%
Eye irritation	-	0.9450	94.50%
Skin irritation	-	0.7361	73.61%
Skin corrosion	-	0.9202	92.02%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5637	56.37%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.8625	86.25%
skin sensitisation	-	0.7958	79.58%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.7839	78.39%
Acute Oral Toxicity (c)	III	0.5320	53.20%
Estrogen receptor binding	-	0.6803	68.03%
Androgen receptor binding	-	0.5156	51.56%
Thyroid receptor binding	+	0.5988	59.88%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.5859	58.59%
PPAR gamma	+	0.6844	68.44%
Honey bee toxicity	-	0.8086	80.86%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9129	91.29%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293232	Q16637	Survival motor neuron protein	1122 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.28%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.86%	96.77%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.42%	93.40%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.36%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.51%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.11%	94.45%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	87.06%	83.57%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.01%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.58%	100.00%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	86.24%	90.24%
CHEMBL2581	P07339	Cathepsin D	84.66%	98.95%
CHEMBL4208	P20618	Proteasome component C5	84.45%	90.00%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	83.98%	80.96%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.03%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.02%	89.00%

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.

Amaryllidaceae

Amaryllis belladonna

Ammocharis coranica

Ammocharis longifolia

Ammocharis tinneana

Angelica japonica var. hirsutiflora

Anthoceros punctatus

Brunsvigia gregaria

Brunsvigia litoralis

Brunsvigia orientalis

Brunsvigia radulosa

Cinchona officinalis