Oxocrebanine

Details

• Internal ID: b1c278f2-9fa8-40b2-a36e-9a58b03ecbd7
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: 15,16-dimethoxy-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,9,11,14(19),15,17-octaen-13-one
• InChI: InChI=1S/C19H13NO5/c1-22-11-4-3-10-14-13-9(7-12-19(14)25-8-24-12)5-6-20-16(13)17(21)15(10)18(11)23-2/h3-7H,8H2,1-2H3
• InChI Key: MRMACEXMVLHBJQ-UHFFFAOYSA-N
• Popularity: 13 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₃NO₅
• Molecular Weight: 335.30 g/mol
• Exact Mass: 335.07937252 g/mol
• Topological Polar Surface Area (TPSA): 66.90 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.19
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• RefChem:928374
• 38826-42-5
• oxocreabanine
• 8H-Benzo(g)-1,3-benzodioxolo(6,5,4-de)quinolin-8-one, 9,10-dimethoxy-
• 15,16-dimethoxy-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,9,11,14(19),15,17-octaen-13-one
• Oxocrebanin
• orb1943178
• orb1991788
• DTXSID20192097
• HY-N9356
• AKOS040734968
• DA-76515
• CS-0159517
• 8H-Benzo[g][1,3]benzodioxolo[6,5,4-de]quinolin-8-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9859	98.59%
Caco-2	+	0.8653	86.53%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5678	56.78%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.9468	94.68%
OATP1B3 inhibitior	+	0.9531	95.31%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.7317	73.17%
P-glycoprotein inhibitior	+	0.5742	57.42%
P-glycoprotein substrate	-	0.7658	76.58%
CYP3A4 substrate	+	0.5901	59.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7999	79.99%
CYP3A4 inhibition	+	0.9360	93.60%
CYP2C9 inhibition	-	0.5658	56.58%
CYP2C19 inhibition	+	0.8708	87.08%
CYP2D6 inhibition	-	0.5354	53.54%
CYP1A2 inhibition	+	0.9022	90.22%
CYP2C8 inhibition	+	0.6071	60.71%
CYP inhibitory promiscuity	+	0.9395	93.95%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5640	56.40%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.6613	66.13%
Skin irritation	-	0.8111	81.11%
Skin corrosion	-	0.9656	96.56%
Ames mutagenesis	+	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7198	71.98%
Micronuclear	+	0.7374	73.74%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.7926	79.26%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.6861	68.61%
Acute Oral Toxicity (c)	III	0.6394	63.94%
Estrogen receptor binding	+	0.9327	93.27%
Androgen receptor binding	+	0.5577	55.77%
Thyroid receptor binding	+	0.7624	76.24%
Glucocorticoid receptor binding	+	0.9312	93.12%
Aromatase binding	+	0.7556	75.56%
PPAR gamma	+	0.7888	78.88%
Honey bee toxicity	-	0.8068	80.68%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	-	0.3622	36.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.47%	94.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.62%	96.77%
CHEMBL5747	Q92793	CREB-binding protein	95.47%	95.12%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.48%	86.33%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	94.17%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.69%	89.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	93.27%	96.67%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	92.98%	82.67%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.09%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.87%	96.09%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	89.42%	96.00%
CHEMBL2581	P07339	Cathepsin D	89.10%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	88.51%	91.49%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	88.42%	94.42%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.71%	99.23%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	87.35%	93.10%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	86.73%	80.96%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	86.46%	94.03%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	85.35%	92.38%
CHEMBL4040	P28482	MAP kinase ERK2	85.07%	83.82%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.90%	95.78%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.75%	94.80%
CHEMBL2708	Q16584	Mitogen-activated protein kinase kinase kinase 11	84.36%	81.14%
CHEMBL2535	P11166	Glucose transporter	84.16%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.97%	95.56%
CHEMBL2717	Q9HCR9	Phosphodiesterase 11A	83.55%	85.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.30%	91.11%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.82%	92.62%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.39%	100.00%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	82.36%	96.69%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.16%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	80.96%	94.73%
CHEMBL5014	O43353	Serine/threonine-protein kinase RIPK2	80.94%	86.79%
CHEMBL1937	Q92769	Histone deacetylase 2	80.88%	94.75%
CHEMBL4208	P20618	Proteasome component C5	80.59%	90.00%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	80.24%	96.39%

Plants that contains it

• Ardisia crispa
• Artabotrys zeylanicus
• Doronicum grandiflorum
• Fissistigma glaucescens
• Illigera pentaphylla
• Leibnitzia anandria
• Lithocarpus haipinii
• Oxytropis lanata
• Populus balsamifera
• Sphaerophysa salsula
• Stephania venosa
• Stephania zippeliana
• Strychnos gossweileri
• Xylopia aethiopica

Cross-Links

• PubChem: 3084713
• NPASS: NPC231560
• LOTUS: LTS0022598
• wikiData: Q83064714