Laurolitsine

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	16af712c-c49e-4749-8981-996cb12b462d
Taxonomy	Alkaloids and derivatives > Aporphines
IUPAC Name	(6aS)-1,10-dimethoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-2,9-diol
SMILES (Canonical)	COC1=C(C=C2CC3C4=C(C2=C1)C(=C(C=C4CCN3)O)OC)O
SMILES (Isomeric)	COC1=C(C=C2C[C@H]3C4=C(C2=C1)C(=C(C=C4CCN3)O)OC)O
InChI	InChI=1S/C18H19NO4/c1-22-15-8-11-10(7-13(15)20)5-12-16-9(3-4-19-12)6-14(21)18(23-2)17(11)16/h6-8,12,19-21H,3-5H2,1-2H3/t12-/m0/s1
InChI Key	KYVJVURXKAZJRK-LBPRGKRZSA-N
Popularity	12 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₈H₁₉NO₄
Molecular Weight	313.30 g/mol
Exact Mass	313.13140809 g/mol
Topological Polar Surface Area (TPSA)	71.00 Å²
XlogP	2.30
Atomic LogP (AlogP)	2.52
H-Bond Acceptor	5
H-Bond Donor	3
Rotatable Bonds	2

Synonyms

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Norboldine

5890-18-6

Laurolistine

(+)-Norboldine

Dimethoxy-1,10 dihydroxy-2,9 nor-aporphine

1,10-Dimethoxy-6a-alpha-noraporphine-2,9-diol

(6aS)-1,10-dimethoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-2,9-diol

4H-Dibenzo(de,g)quinoline-2,9-diol, 5,6,6a,7-tetrahydro-1,10-dimethoxy-

UNII-5MT88IS14F

5MT88IS14F

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	+	0.9664	96.64%
Caco-2	+	0.6557	65.57%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6245	62.45%
OATP2B1 inhibitior	-	0.8474	84.74%
OATP1B1 inhibitior	+	0.9183	91.83%
OATP1B3 inhibitior	+	0.9574	95.74%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.5814	58.14%
P-glycoprotein inhibitior	-	0.8382	83.82%
P-glycoprotein substrate	-	0.7510	75.10%
CYP3A4 substrate	+	0.5539	55.39%
CYP2C9 substrate	-	0.6360	63.60%
CYP2D6 substrate	+	0.7728	77.28%
CYP3A4 inhibition	-	0.8529	85.29%
CYP2C9 inhibition	-	0.9327	93.27%
CYP2C19 inhibition	-	0.8031	80.31%
CYP2D6 inhibition	+	0.5852	58.52%
CYP1A2 inhibition	-	0.5238	52.38%
CYP2C8 inhibition	+	0.5400	54.00%
CYP inhibitory promiscuity	-	0.8538	85.38%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7423	74.23%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.8073	80.73%
Skin irritation	-	0.6813	68.13%
Skin corrosion	-	0.9192	91.92%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4173	41.73%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.8787	87.87%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.8307	83.07%
Acute Oral Toxicity (c)	III	0.5164	51.64%
Estrogen receptor binding	+	0.7193	71.93%
Androgen receptor binding	-	0.5494	54.94%
Thyroid receptor binding	+	0.7604	76.04%
Glucocorticoid receptor binding	+	0.7824	78.24%
Aromatase binding	-	0.5606	56.06%
PPAR gamma	+	0.8350	83.50%
Honey bee toxicity	-	0.8720	87.20%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5449	54.49%
Fish aquatic toxicity	-	0.5662	56.62%

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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.20%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.49%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	93.97%	91.49%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	93.45%	91.79%
CHEMBL3438	Q05513	Protein kinase C zeta	93.32%	88.48%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.00%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.92%	97.09%
CHEMBL217	P14416	Dopamine D2 receptor	91.52%	95.62%
CHEMBL213	P08588	Beta-1 adrenergic receptor	91.35%	95.56%
CHEMBL4208	P20618	Proteasome component C5	90.41%	90.00%
CHEMBL2535	P11166	Glucose transporter	89.16%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.39%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.86%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.02%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.91%	96.21%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.84%	91.03%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.81%	93.99%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	84.83%	98.11%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.56%	93.03%
CHEMBL2056	P21728	Dopamine D1 receptor	84.02%	91.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.97%	96.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.31%	94.00%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	82.31%	95.55%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	82.17%	92.68%
CHEMBL2581	P07339	Cathepsin D	81.82%	98.95%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.32%	89.62%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.80%	97.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.57%	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.

Actinodaphne pruinosa

Alseodaphne perakensis

Cissus quadrangularis

Cleome trachysperma

Cryptocarya longifolia

Damburneya salicifolia

Dehaasia hainanensis

Delphinium denudatum