(S)-Nandigerine

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	af21c5cf-d93e-4188-a856-958b3969179a
Taxonomy	Alkaloids and derivatives > Aporphines
IUPAC Name	18-methoxy-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14(19),15,17-hexaen-17-ol
SMILES (Canonical)	COC1=C(C=CC2=C1C3=C4C(C2)NCCC4=CC5=C3OCO5)O
SMILES (Isomeric)	COC1=C(C=CC2=C1C3=C4C(C2)NCCC4=CC5=C3OCO5)O
InChI	InChI=1S/C18H17NO4/c1-21-17-12(20)3-2-9-6-11-14-10(4-5-19-11)7-13-18(23-8-22-13)16(14)15(9)17/h2-3,7,11,19-20H,4-6,8H2,1H3
InChI Key	CFUKKPQRQGCLAT-UHFFFAOYSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₈H₁₇NO₄
Molecular Weight	311.30 g/mol
Exact Mass	311.11575802 g/mol
Topological Polar Surface Area (TPSA)	60.00 Å²
XlogP	2.40
Atomic LogP (AlogP)	2.54
H-Bond Acceptor	5
H-Bond Donor	2
Rotatable Bonds	1

Synonyms

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Hernangerine

Nandigerine

(+)-Nandigerine

CHEBI:174972

18-methoxy-3,5-dioxa-11-azapentacyclo[10.7.1.0^{2,6}.0^{8,20}.0^{14,19}]icosa-1(20),2(6),7,14,16,18-hexaen-17-ol

18-methoxy-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14(19),15,17-hexaen-17-ol

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	+	0.9540	95.40%
Caco-2	+	0.7581	75.81%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5361	53.61%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.9363	93.63%
OATP1B3 inhibitior	+	0.9531	95.31%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.6362	63.62%
P-glycoprotein inhibitior	-	0.8202	82.02%
P-glycoprotein substrate	-	0.7893	78.93%
CYP3A4 substrate	+	0.5450	54.50%
CYP2C9 substrate	-	0.8216	82.16%
CYP2D6 substrate	+	0.6215	62.15%
CYP3A4 inhibition	+	0.5242	52.42%
CYP2C9 inhibition	-	0.8569	85.69%
CYP2C19 inhibition	-	0.5508	55.08%
CYP2D6 inhibition	+	0.6539	65.39%
CYP1A2 inhibition	+	0.6365	63.65%
CYP2C8 inhibition	-	0.5983	59.83%
CYP inhibitory promiscuity	+	0.5656	56.56%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6052	60.52%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.8354	83.54%
Skin irritation	-	0.7289	72.89%
Skin corrosion	-	0.9375	93.75%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7475	74.75%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.8314	83.14%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.8114	81.14%
Acute Oral Toxicity (c)	III	0.5742	57.42%
Estrogen receptor binding	+	0.8617	86.17%
Androgen receptor binding	+	0.6101	61.01%
Thyroid receptor binding	+	0.6976	69.76%
Glucocorticoid receptor binding	+	0.7621	76.21%
Aromatase binding	-	0.4927	49.27%
PPAR gamma	+	0.8354	83.54%
Honey bee toxicity	-	0.8654	86.54%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	-	0.5000	50.00%

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	99.55%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.42%	94.45%
CHEMBL3192	Q9BY41	Histone deacetylase 8	96.38%	93.99%
CHEMBL1951	P21397	Monoamine oxidase A	96.38%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.72%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.56%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.70%	96.77%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.17%	92.62%
CHEMBL4208	P20618	Proteasome component C5	89.85%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.01%	86.33%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	88.20%	91.79%
CHEMBL3438	Q05513	Protein kinase C zeta	86.99%	88.48%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	86.84%	95.55%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	86.81%	82.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.98%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.59%	100.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.60%	94.80%
CHEMBL2581	P07339	Cathepsin D	83.55%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.51%	99.17%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	83.39%	92.68%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	83.39%	80.96%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.73%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.40%	95.56%
CHEMBL213	P08588	Beta-1 adrenergic receptor	81.31%	95.56%
CHEMBL261	P00915	Carbonic anhydrase I	80.98%	96.76%

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.