Bulbocapnine

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	4b54ea17-6958-4807-ba83-ac1a3c1f1397
Taxonomy	Alkaloids and derivatives > Aporphines
IUPAC Name	(12S)-17-methoxy-11-methyl-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-18-ol
SMILES (Canonical)	CN1CCC2=CC3=C(C4=C2C1CC5=C4C(=C(C=C5)OC)O)OCO3
SMILES (Isomeric)	CN1CCC2=CC3=C(C4=C2[C@@H]1CC5=C4C(=C(C=C5)OC)O)OCO3
InChI	InChI=1S/C19H19NO4/c1-20-6-5-11-8-14-19(24-9-23-14)17-15(11)12(20)7-10-3-4-13(22-2)18(21)16(10)17/h3-4,8,12,21H,5-7,9H2,1-2H3/t12-/m0/s1
InChI Key	LODGIKWNLDQZBM-LBPRGKRZSA-N
Popularity	419 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₉H₁₉NO₄
Molecular Weight	325.40 g/mol
Exact Mass	325.13140809 g/mol
Topological Polar Surface Area (TPSA)	51.20 Å²
XlogP	2.90
Atomic LogP (AlogP)	2.88
H-Bond Acceptor	5
H-Bond Donor	1
Rotatable Bonds	1

Synonyms

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298-45-3

(+)-Bulbocapnine

Bulbokaprin

d-Bulbocapnine

(S)-BULBOCAPNINE

(S)-(+)-Bulbocapnine

UNII-O0TGI865QO

O0TGI865QO

CHEBI:3211

CHEMBL157912

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	+	0.8761	87.61%
Caco-2	+	0.8838	88.38%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Lysosomes	0.4777	47.77%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.9252	92.52%
OATP1B3 inhibitior	+	0.9470	94.70%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.6629	66.29%
P-glycoprotein inhibitior	-	0.9140	91.40%
P-glycoprotein substrate	-	0.6875	68.75%
CYP3A4 substrate	+	0.6334	63.34%
CYP2C9 substrate	-	0.6106	61.06%
CYP2D6 substrate	+	0.6924	69.24%
CYP3A4 inhibition	+	0.5206	52.06%
CYP2C9 inhibition	-	0.8888	88.88%
CYP2C19 inhibition	+	0.5220	52.20%
CYP2D6 inhibition	+	0.7662	76.62%
CYP1A2 inhibition	+	0.5518	55.18%
CYP2C8 inhibition	-	0.7554	75.54%
CYP inhibitory promiscuity	-	0.6377	63.77%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6288	62.88%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9517	95.17%
Skin irritation	-	0.7800	78.00%
Skin corrosion	-	0.9445	94.45%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3696	36.96%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.8833	88.33%
skin sensitisation	-	0.8678	86.78%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.8605	86.05%
Acute Oral Toxicity (c)	III	0.7168	71.68%
Estrogen receptor binding	+	0.6254	62.54%
Androgen receptor binding	+	0.5335	53.35%
Thyroid receptor binding	-	0.5391	53.91%
Glucocorticoid receptor binding	+	0.8503	85.03%
Aromatase binding	-	0.5090	50.90%
PPAR gamma	+	0.7866	78.66%
Honey bee toxicity	-	0.8680	86.80%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9271	92.71%

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	98.98%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.98%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.78%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	95.42%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.13%	95.56%
CHEMBL2056	P21728	Dopamine D1 receptor	92.01%	91.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.74%	94.45%
CHEMBL217	P14416	Dopamine D2 receptor	91.28%	95.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.02%	95.89%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	90.30%	95.78%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.14%	86.33%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.68%	89.62%
CHEMBL2581	P07339	Cathepsin D	89.64%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.32%	93.40%
CHEMBL4208	P20618	Proteasome component C5	88.62%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.96%	92.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.93%	94.00%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	87.47%	82.67%
CHEMBL3438	Q05513	Protein kinase C zeta	87.22%	88.48%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.95%	93.99%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	86.23%	82.38%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	85.98%	96.86%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	84.67%	90.95%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.28%	89.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.22%	95.89%
CHEMBL240	Q12809	HERG	84.19%	89.76%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.86%	85.14%
CHEMBL261	P00915	Carbonic anhydrase I	83.82%	96.76%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.75%	89.00%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	83.71%	91.79%

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.

Antizoma angustifolia