Coelonin

Details

• Internal ID: 05ec8959-418a-470f-a4de-42431f24fe1e
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
• IUPAC Name: 4-methoxy-9,10-dihydrophenanthrene-2,7-diol
• SMILES (Canonical): COC1=CC(=CC2=C1C3=C(CC2)C=C(C=C3)O)O
• SMILES (Isomeric): COC1=CC(=CC2=C1C3=C(CC2)C=C(C=C3)O)O
• InChI: InChI=1S/C15H14O3/c1-18-14-8-12(17)7-10-3-2-9-6-11(16)4-5-13(9)15(10)14/h4-8,16-17H,2-3H2,1H3
• InChI Key: OPPGAHUCKDKQJR-UHFFFAOYSA-N
• Popularity: 11 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₃
• Molecular Weight: 242.27 g/mol
• Exact Mass: 242.094294304 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.87
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 82344-82-9
• 4-methoxy-9,10-dihydrophenanthrene-2,7-diol
• CHEMBL560627
• DTXSID801319163
• HY-N8884
• AKOS040761520
• Coelonin, >=95% (LC/MS-ELSD)
• CS-0149296

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9922	99.22%
Caco-2	+	0.7338	73.38%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8515	85.15%
OATP2B1 inhibitior	-	0.8537	85.37%
OATP1B1 inhibitior	+	0.8862	88.62%
OATP1B3 inhibitior	+	0.9847	98.47%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5929	59.29%
P-glycoprotein inhibitior	-	0.9336	93.36%
P-glycoprotein substrate	-	0.7752	77.52%
CYP3A4 substrate	+	0.5447	54.47%
CYP2C9 substrate	-	0.6180	61.80%
CYP2D6 substrate	+	0.5879	58.79%
CYP3A4 inhibition	-	0.8520	85.20%
CYP2C9 inhibition	+	0.6784	67.84%
CYP2C19 inhibition	+	0.8121	81.21%
CYP2D6 inhibition	-	0.8032	80.32%
CYP1A2 inhibition	+	0.9796	97.96%
CYP2C8 inhibition	+	0.7323	73.23%
CYP inhibitory promiscuity	+	0.6349	63.49%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7432	74.32%
Carcinogenicity (trinary)	Non-required	0.4298	42.98%
Eye corrosion	-	0.9716	97.16%
Eye irritation	+	0.9577	95.77%
Skin irritation	-	0.5113	51.13%
Skin corrosion	-	0.8865	88.65%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4200	42.00%
Micronuclear	-	0.6541	65.41%
Hepatotoxicity	-	0.5791	57.91%
skin sensitisation	-	0.8598	85.98%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.4763	47.63%
Acute Oral Toxicity (c)	III	0.6257	62.57%
Estrogen receptor binding	+	0.7940	79.40%
Androgen receptor binding	+	0.8039	80.39%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7780	77.80%
Aromatase binding	+	0.6833	68.33%
PPAR gamma	+	0.6599	65.99%
Honey bee toxicity	-	0.9504	95.04%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6751	67.51%
Fish aquatic toxicity	+	0.8438	84.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.51%	91.11%
CHEMBL242	Q92731	Estrogen receptor beta	97.28%	98.35%
CHEMBL1951	P21397	Monoamine oxidase A	96.45%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.24%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.90%	86.33%
CHEMBL4208	P20618	Proteasome component C5	92.55%	90.00%
CHEMBL2581	P07339	Cathepsin D	92.27%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.50%	95.56%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	88.92%	91.79%
CHEMBL2535	P11166	Glucose transporter	87.09%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.52%	99.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.32%	89.62%
CHEMBL2056	P21728	Dopamine D1 receptor	85.13%	91.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.78%	95.89%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	84.23%	82.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.73%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.61%	94.00%

Plants that contains it

• Bletilla striata
• Bulbophyllum reptans
• Bulbophyllum vaginatum
• Calanthe arisanensis
• Coelogyne nitida
• Coelogyne stricta
• Corydalis conspersa
• Cremastra appendiculata
• Cymbidium aloifolium
• Dendrobium amplum
• Dendrobium longicornu
• Dendrobium nobile
• Eulophia nuda
• Gymnadenia conopsea
• Gynochthodes parvifolia
• Ligustrum ovalifolium
• Mespilus germanica
• Mikania luetzelburgii
• Pholidota chinensis
• Pinalia acervata
• Pittosporum brevicalyx
• Pleione bulbocodioides
• Pleione yunnanensis
• Scaphyglottis livida
• Sideritis grandiflora
• Solanum euacanthum
• Sophora tomentosa
• Syzygium aromaticum
• Ungernia victoris

Cross-Links

• PubChem: 11390848
• NPASS: NPC228503
• LOTUS: LTS0272507
• wikiData: Q104396774