(-)-Montanine

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	10c115b5-590c-4758-8379-860b5fca3665
Taxonomy	Alkaloids and derivatives
IUPAC Name	(1S,13S,15S,16S)-16-methoxy-5,7-dioxa-12-azapentacyclo[10.6.1.02,10.04,8.013,18]nonadeca-2,4(8),9,17-tetraen-15-ol
SMILES (Canonical)	COC1C=C2C(CC1O)N3CC2C4=CC5=C(C=C4C3)OCO5
SMILES (Isomeric)	CO[C@H]1C=C2[C@H](C[C@@H]1O)N3C[C@H]2C4=CC5=C(C=C4C3)OCO5
InChI	InChI=1S/C17H19NO4/c1-20-15-4-11-12-7-18(13(11)5-14(15)19)6-9-2-16-17(3-10(9)12)22-8-21-16/h2-4,12-15,19H,5-8H2,1H3/t12-,13-,14-,15-/m0/s1
InChI Key	MKYLOMHWHWEFCT-AJNGGQMLSA-N
Popularity	17 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₇H₁₉NO₄
Molecular Weight	301.34 g/mol
Exact Mass	301.13140809 g/mol
Topological Polar Surface Area (TPSA)	51.20 Å²
XlogP	0.60
Atomic LogP (AlogP)	1.40
H-Bond Acceptor	5
H-Bond Donor	1
Rotatable Bonds	1

Synonyms

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642-52-4

Pancracine, O2-methyl-

Compound NP-016462

Montanine (C17 alkaloid)

SCHEMBL812255

CHEMBL1221863

DTXSID801107687

BDBM50190649

AKOS040738613

(1S,13S,15S,16S)-16-methoxy-5,7-dioxa-12-azapentacyclo[10.6.1.02,10.04,8.013,18]nonadeca-2,4(8),9,17-tetraen-15-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	+	0.9834	98.34%
Caco-2	+	0.8889	88.89%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5227	52.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9257	92.57%
OATP1B3 inhibitior	+	0.9473	94.73%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.5914	59.14%
P-glycoprotein inhibitior	-	0.8529	85.29%
P-glycoprotein substrate	-	0.7642	76.42%
CYP3A4 substrate	+	0.6187	61.87%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	+	0.5613	56.13%
CYP3A4 inhibition	+	0.6413	64.13%
CYP2C9 inhibition	-	0.8685	86.85%
CYP2C19 inhibition	+	0.5240	52.40%
CYP2D6 inhibition	+	0.6715	67.15%
CYP1A2 inhibition	+	0.5247	52.47%
CYP2C8 inhibition	-	0.8776	87.76%
CYP inhibitory promiscuity	-	0.6161	61.61%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4925	49.25%
Eye corrosion	-	0.9838	98.38%
Eye irritation	-	0.9506	95.06%
Skin irritation	-	0.7658	76.58%
Skin corrosion	-	0.9263	92.63%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5301	53.01%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.8097	80.97%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	+	0.6650	66.50%
Acute Oral Toxicity (c)	III	0.5866	58.66%
Estrogen receptor binding	+	0.5804	58.04%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5750	57.50%
Glucocorticoid receptor binding	+	0.6405	64.05%
Aromatase binding	-	0.5746	57.46%
PPAR gamma	+	0.5385	53.85%
Honey bee toxicity	-	0.7150	71.50%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.7629	76.29%

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
CHEMBL4040	P28482	MAP kinase ERK2	97.75%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.50%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.21%	96.77%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.49%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.66%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.93%	94.45%
CHEMBL2581	P07339	Cathepsin D	90.12%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.19%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.29%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.78%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.68%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.99%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.92%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.02%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.30%	97.25%

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.

Scadoxus multiflorus subsp. multiflorus