Calanphenanthrene A

Details

• Internal ID: 1cfc9386-dcec-4ec6-9371-3afbf45ffa6c
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
• IUPAC Name: 4,7-dimethoxy-9,10-dihydrophenanthrene-3,5-diol
• SMILES (Canonical): COC1=CC2=C(C(=C1)O)C3=C(CC2)C=CC(=C3OC)O
• SMILES (Isomeric): COC1=CC2=C(C(=C1)O)C3=C(CC2)C=CC(=C3OC)O
• InChI: InChI=1S/C16H16O4/c1-19-11-7-10-4-3-9-5-6-12(17)16(20-2)15(9)14(10)13(18)8-11/h5-8,17-18H,3-4H2,1-2H3
• InChI Key: LCZKDANPQVRFKB-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₄
• Molecular Weight: 272.29 g/mol
• Exact Mass: 272.10485899 g/mol
• Topological Polar Surface Area (TPSA): 58.90 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.88
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• CHEMBL554588

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9660	96.60%
Caco-2	+	0.7903	79.03%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8068	80.68%
OATP2B1 inhibitior	-	0.8499	84.99%
OATP1B1 inhibitior	+	0.9497	94.97%
OATP1B3 inhibitior	+	0.9729	97.29%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7349	73.49%
P-glycoprotein inhibitior	-	0.8675	86.75%
P-glycoprotein substrate	-	0.9692	96.92%
CYP3A4 substrate	-	0.5598	55.98%
CYP2C9 substrate	-	0.6180	61.80%
CYP2D6 substrate	+	0.5879	58.79%
CYP3A4 inhibition	-	0.8034	80.34%
CYP2C9 inhibition	+	0.5721	57.21%
CYP2C19 inhibition	+	0.7080	70.80%
CYP2D6 inhibition	-	0.7818	78.18%
CYP1A2 inhibition	+	0.9583	95.83%
CYP2C8 inhibition	-	0.6240	62.40%
CYP inhibitory promiscuity	+	0.6155	61.55%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7920	79.20%
Carcinogenicity (trinary)	Non-required	0.5256	52.56%
Eye corrosion	-	0.9773	97.73%
Eye irritation	+	0.7164	71.64%
Skin irritation	-	0.5804	58.04%
Skin corrosion	-	0.8887	88.87%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6766	67.66%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8298	82.98%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.4807	48.07%
Acute Oral Toxicity (c)	III	0.5762	57.62%
Estrogen receptor binding	+	0.7977	79.77%
Androgen receptor binding	+	0.7200	72.00%
Thyroid receptor binding	+	0.7098	70.98%
Glucocorticoid receptor binding	+	0.8238	82.38%
Aromatase binding	-	0.5300	53.00%
PPAR gamma	+	0.7366	73.66%
Honey bee toxicity	-	0.9636	96.36%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9226	92.26%

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	98.77%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.92%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.87%	95.56%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	91.54%	92.68%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	91.47%	91.79%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.08%	96.09%
CHEMBL4208	P20618	Proteasome component C5	91.04%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.18%	94.45%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.23%	93.99%
CHEMBL2535	P11166	Glucose transporter	87.21%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.24%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	83.77%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.95%	94.00%

Plants that contains it

• Calanthe arisanensis

Cross-Links

• PubChem: 25243459
• LOTUS: LTS0052155
• wikiData: Q104400321