Romucosine

Details

• Internal ID: 19c70348-4ed4-402f-a150-dd05acac883b
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: methyl (12R)-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14,16,18-hexaene-11-carboxylate
• SMILES (Canonical): COC(=O)N1CCC2=CC3=C(C4=C2C1CC5=CC=CC=C54)OCO3
• SMILES (Isomeric): COC(=O)N1CCC2=CC3=C(C4=C2[C@H]1CC5=CC=CC=C54)OCO3
• InChI: InChI=1S/C19H17NO4/c1-22-19(21)20-7-6-12-9-15-18(24-10-23-15)17-13-5-3-2-4-11(13)8-14(20)16(12)17/h2-5,9,14H,6-8,10H2,1H3/t14-/m1/s1
• InChI Key: XBZPCDCYDZGHSV-CQSZACIVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₇NO₄
• Molecular Weight: 323.30 g/mol
• Exact Mass: 323.11575802 g/mol
• Topological Polar Surface Area (TPSA): 48.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.30
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 181718-71-8
• DTXSID401318420

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9740	97.40%
Caco-2	+	0.9478	94.78%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5497	54.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9289	92.89%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8407	84.07%
P-glycoprotein inhibitior	-	0.5913	59.13%
P-glycoprotein substrate	-	0.6694	66.94%
CYP3A4 substrate	+	0.6291	62.91%
CYP2C9 substrate	-	0.8100	81.00%
CYP2D6 substrate	+	0.3813	38.13%
CYP3A4 inhibition	+	0.8135	81.35%
CYP2C9 inhibition	-	0.6280	62.80%
CYP2C19 inhibition	+	0.7124	71.24%
CYP2D6 inhibition	+	0.6289	62.89%
CYP1A2 inhibition	+	0.7321	73.21%
CYP2C8 inhibition	-	0.7054	70.54%
CYP inhibitory promiscuity	+	0.8571	85.71%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5631	56.31%
Eye corrosion	-	0.9847	98.47%
Eye irritation	-	0.9823	98.23%
Skin irritation	-	0.7992	79.92%
Skin corrosion	-	0.9348	93.48%
Ames mutagenesis	+	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6942	69.42%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.7208	72.08%
skin sensitisation	-	0.8650	86.50%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.4687	46.87%
Acute Oral Toxicity (c)	III	0.7020	70.20%
Estrogen receptor binding	+	0.7304	73.04%
Androgen receptor binding	+	0.7451	74.51%
Thyroid receptor binding	+	0.5459	54.59%
Glucocorticoid receptor binding	+	0.8464	84.64%
Aromatase binding	-	0.6596	65.96%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8429	84.29%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9345	93.45%

Targets

Proven Targets:

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	98.65%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.09%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.95%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	96.11%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.83%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.26%	96.77%
CHEMBL5028	O14672	ADAM10	87.90%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.02%	86.33%
CHEMBL2056	P21728	Dopamine D1 receptor	86.29%	91.00%
CHEMBL2535	P11166	Glucose transporter	85.71%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.96%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.79%	99.23%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.58%	93.40%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.25%	92.62%
CHEMBL4208	P20618	Proteasome component C5	82.89%	90.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.67%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.66%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.63%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.59%	97.09%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.46%	95.71%

Plants that contains it

• Alstonia angustiloba
• Amphiachyris dracunculoides
• Annona cherimola
• Annona mucosa
• Baccharis grandicapitulata
• Beesia calthifolia
• Boschniakia rossica
• Botrychium ternatum
• Bursera kerberi
• Clerodendrum trichotomum
• Clinacanthus nutans
• Crotalaria stolzii
• Curcuma aeruginosa
• Delphinium giraldii
• Eucalyptus albens
• Euonymus fortunei
• Euploca racemosa
• Hedysarum gmelinii
• Helenium integrifolium
• Juniperus scopulorum
• Lasianthaea podocephala
• Lupinus cosentinii
• Melampodium leucanthum
• Myrica pensylvanica
• Neopallasia pectinata
• Papaver pseudocanescens
• Pellacalyx axillaris
• Peperomia filiformis
• Phlomis crinita
• Psidium acutangulum
• Pyrolirion flavum
• Renealmia alpinia
• Rhododendron mucronulatum
• Seseli libanotis
• Sideritis dasygnaphala
• Stellaria media
• Tephroseris kirilowii
• Tephroseris palustris

Cross-Links

• PubChem: 10734687
• NPASS: NPC74080
• LOTUS: LTS0153801
• wikiData: Q105324844