CID 91884708

Details

• Internal ID: d5dc43dc-77e7-4fc8-8966-9bafa3a13c54
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: (6aS)-1,10-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-2,11-diol
• SMILES (Canonical): CN1CCC2=CC(=C(C3=C2C1CC4=C3C(=C(C=C4)OC)O)OC)O
• SMILES (Isomeric): CN1CCC2=CC(=C(C3=C2[C@@H]1CC4=C3C(=C(C=C4)OC)O)OC)O
• InChI: InChI=1S/C19H21NO4/c1-20-7-6-11-9-13(21)19(24-3)17-15(11)12(20)8-10-4-5-14(23-2)18(22)16(10)17/h4-5,9,12,21-22H,6-8H2,1-3H3/t12-/m0/s1
• InChI Key: MBKKEBKZSKSAPX-LBPRGKRZSA-N
• Popularity: 17 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₁NO₄
• Molecular Weight: 327.40 g/mol
• Exact Mass: 327.14705815 g/mol
• Topological Polar Surface Area (TPSA): 62.20 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.87
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 14028-97-8
• (6aS)-1,10-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-2,11-diol
• SCHEMBL22680368
• AKOS032948678
• 6a-Aporphine-2,11-diol, 1,10-dimethoxy-; (+)-2,11-Dihydroxy-1,10-dimethoxyaporphine
• Hexapotassiumdihydrogen[hexane-1,6-diylbis[nitrilobis(methylene)]]tetrakisphosphonate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8085	80.85%
Caco-2	+	0.8748	87.48%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.5804	58.04%
OATP2B1 inhibitior	-	0.8517	85.17%
OATP1B1 inhibitior	+	0.9381	93.81%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.6395	63.95%
P-glycoprotein inhibitior	-	0.9010	90.10%
P-glycoprotein substrate	-	0.7039	70.39%
CYP3A4 substrate	+	0.6116	61.16%
CYP2C9 substrate	+	0.7825	78.25%
CYP2D6 substrate	+	0.8432	84.32%
CYP3A4 inhibition	-	0.8593	85.93%
CYP2C9 inhibition	-	0.9081	90.81%
CYP2C19 inhibition	-	0.8384	83.84%
CYP2D6 inhibition	+	0.8931	89.31%
CYP1A2 inhibition	+	0.9378	93.78%
CYP2C8 inhibition	-	0.7196	71.96%
CYP inhibitory promiscuity	-	0.9213	92.13%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7029	70.29%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9444	94.44%
Skin irritation	-	0.7540	75.40%
Skin corrosion	-	0.9347	93.47%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6994	69.94%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.8960	89.60%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.9359	93.59%
Acute Oral Toxicity (c)	III	0.7111	71.11%
Estrogen receptor binding	+	0.5993	59.93%
Androgen receptor binding	+	0.5717	57.17%
Thyroid receptor binding	+	0.5351	53.51%
Glucocorticoid receptor binding	+	0.8703	87.03%
Aromatase binding	-	0.4841	48.41%
PPAR gamma	+	0.6850	68.50%
Honey bee toxicity	-	0.9224	92.24%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.8948	89.48%

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	98.93%	96.09%
CHEMBL217	P14416	Dopamine D2 receptor	98.13%	95.62%
CHEMBL1951	P21397	Monoamine oxidase A	97.83%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.53%	91.11%
CHEMBL2056	P21728	Dopamine D1 receptor	95.44%	91.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.88%	93.99%
CHEMBL261	P00915	Carbonic anhydrase I	93.73%	96.76%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	90.85%	91.79%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.70%	89.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.41%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.15%	93.40%
CHEMBL3438	Q05513	Protein kinase C zeta	89.02%	88.48%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.47%	95.89%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	88.40%	91.03%
CHEMBL4208	P20618	Proteasome component C5	87.63%	90.00%
CHEMBL2581	P07339	Cathepsin D	86.11%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.67%	85.14%
CHEMBL205	P00918	Carbonic anhydrase II	85.59%	98.44%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.53%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.22%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.00%	94.45%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.60%	95.78%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.69%	92.94%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.65%	99.15%
CHEMBL1913	P09619	Platelet-derived growth factor receptor beta	80.14%	95.70%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	80.12%	96.86%

Plants that contains it

• Actinodaphne pruinosa
• Artabotrys suaveolens
• Bursera simaruba
• Cephalaria leucantha
• Cissus quadrangularis
• Cleome trachysperma
• Dehaasia incrassata
• Delphinium denudatum
• Diplacus aurantiacus
• Ericameria laricifolia
• Glaucium fimbrilligerum
• Illigera pentaphylla
• Litsea cubeba
• Loranthus longiflorus
• Melaleuca glauca
• Menispermum canadense
• Mentha longifolia subsp. longifolia
• Miliusa cuneata
• Ormosia fordiana
• Orthosiphon wulfenioides
• Phoebe clemensii
• Podocarpus elatus
• Polygala senega
• Solanum scabrum
• Stevia rebaudiana
• Strychnopsis thouarsii
• Vachellia karroo

Cross-Links

• PubChem: 91884708
• NPASS: NPC153066
• LOTUS: LTS0105352
• wikiData: Q104394353