Romucosine H

Details

• Internal ID: 64f472f9-b2d7-43a6-9e55-6cc81c0d2230
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: methyl (6aR)-11-hydroxy-1,2,10-trimethoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-6-carboxylate
• SMILES (Canonical): COC1=C(C2=C(CC3C4=C2C(=C(C=C4CCN3C(=O)OC)OC)OC)C=C1)O
• SMILES (Isomeric): COC1=C(C2=C(C[C@@H]3C4=C2C(=C(C=C4CCN3C(=O)OC)OC)OC)C=C1)O
• InChI: InChI=1S/C21H23NO6/c1-25-14-6-5-11-9-13-16-12(7-8-22(13)21(24)28-4)10-15(26-2)20(27-3)18(16)17(11)19(14)23/h5-6,10,13,23H,7-9H2,1-4H3/t13-/m1/s1
• InChI Key: JWSAYTXQWHOMHU-CYBMUJFWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₃NO₆
• Molecular Weight: 385.40 g/mol
• Exact Mass: 385.15253745 g/mol
• Topological Polar Surface Area (TPSA): 77.50 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.31
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• DTXSID201112828
• 344928-15-0
• Methyl (6aR)-4,5,6a,7-tetrahydro-11-hydroxy-1,2,10-trimethoxy-6H-dibenzo[de,g]quinoline-6-carboxylate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6963	69.63%
Caco-2	+	0.8611	86.11%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7255	72.55%
OATP2B1 inhibitior	-	0.8663	86.63%
OATP1B1 inhibitior	+	0.9356	93.56%
OATP1B3 inhibitior	+	0.9388	93.88%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8223	82.23%
P-glycoprotein inhibitior	-	0.6133	61.33%
P-glycoprotein substrate	-	0.5501	55.01%
CYP3A4 substrate	+	0.6425	64.25%
CYP2C9 substrate	-	0.8224	82.24%
CYP2D6 substrate	+	0.5283	52.83%
CYP3A4 inhibition	-	0.8627	86.27%
CYP2C9 inhibition	-	0.9275	92.75%
CYP2C19 inhibition	-	0.6862	68.62%
CYP2D6 inhibition	-	0.7445	74.45%
CYP1A2 inhibition	+	0.5554	55.54%
CYP2C8 inhibition	+	0.4846	48.46%
CYP inhibitory promiscuity	-	0.7074	70.74%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6695	66.95%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9260	92.60%
Skin irritation	-	0.7934	79.34%
Skin corrosion	-	0.9529	95.29%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4610	46.10%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	-	0.8197	81.97%
skin sensitisation	-	0.9110	91.10%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.8546	85.46%
Acute Oral Toxicity (c)	III	0.5712	57.12%
Estrogen receptor binding	+	0.7593	75.93%
Androgen receptor binding	+	0.6447	64.47%
Thyroid receptor binding	+	0.5950	59.50%
Glucocorticoid receptor binding	+	0.8772	87.72%
Aromatase binding	-	0.5552	55.52%
PPAR gamma	+	0.6483	64.83%
Honey bee toxicity	-	0.9162	91.62%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5949	59.49%
Fish aquatic toxicity	+	0.9500	95.00%

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	99.10%	96.09%
CHEMBL217	P14416	Dopamine D2 receptor	96.98%	95.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.16%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.42%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.39%	95.56%
CHEMBL261	P00915	Carbonic anhydrase I	90.53%	96.76%
CHEMBL2581	P07339	Cathepsin D	90.52%	98.95%
CHEMBL2056	P21728	Dopamine D1 receptor	89.02%	91.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.62%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	87.60%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.36%	95.89%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.04%	93.40%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.48%	85.14%
CHEMBL2535	P11166	Glucose transporter	85.08%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.07%	86.33%
CHEMBL4208	P20618	Proteasome component C5	83.75%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.12%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.91%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.73%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.65%	90.71%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.10%	89.62%
CHEMBL5028	O14672	ADAM10	80.51%	97.50%

Plants that contains it

• Alstonia angustiloba
• Amphiachyris dracunculoides
• Annona cherimola
• Annona reticulata
• 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: 5320994
• NPASS: NPC229991
• LOTUS: LTS0106311
• wikiData: Q105136338