plicatol A

Details

• Internal ID: 9cded458-9806-4ba7-a187-94ab34d6e20a
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Phenanthrols
• IUPAC Name: 4,9,10-trimethoxyphenanthrene-2,5-diol
• InChI: InChI=1S/C17H16O5/c1-20-13-8-9(18)7-11-15(13)14-10(5-4-6-12(14)19)16(21-2)17(11)22-3/h4-8,18-19H,1-3H3
• InChI Key: DRZYTLJQXLHYME-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₅
• Molecular Weight: 300.30 g/mol
• Exact Mass: 300.09977361 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.43
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• 278605-75-7
• B42H8CY2UC
• CHEMBL438339
• orb2893363
• DTXSID101031825
• 4,9,10-Trimethoxy-2,5-phenanthrenediol
• 2,5-Phenanthrenediol, 4,9,10-trimethoxy-
• Q18389028

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9880	98.80%
Caco-2	+	0.6563	65.63%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7244	72.44%
OATP2B1 inhibitior	-	0.8537	85.37%
OATP1B1 inhibitior	+	0.9563	95.63%
OATP1B3 inhibitior	+	0.9248	92.48%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7072	70.72%
P-glycoprotein inhibitior	-	0.8178	81.78%
P-glycoprotein substrate	-	0.8331	83.31%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.7933	79.33%
CYP2D6 substrate	+	0.4916	49.16%
CYP3A4 inhibition	-	0.7856	78.56%
CYP2C9 inhibition	-	0.8695	86.95%
CYP2C19 inhibition	-	0.6087	60.87%
CYP2D6 inhibition	-	0.8156	81.56%
CYP1A2 inhibition	+	0.9131	91.31%
CYP2C8 inhibition	+	0.7542	75.42%
CYP inhibitory promiscuity	+	0.5736	57.36%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8328	83.28%
Carcinogenicity (trinary)	Non-required	0.5053	50.53%
Eye corrosion	-	0.9826	98.26%
Eye irritation	+	0.8847	88.47%
Skin irritation	-	0.6693	66.93%
Skin corrosion	-	0.9606	96.06%
Ames mutagenesis	+	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4935	49.35%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8605	86.05%
Respiratory toxicity	-	0.7889	78.89%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6704	67.04%
Acute Oral Toxicity (c)	III	0.4932	49.32%
Estrogen receptor binding	+	0.9069	90.69%
Androgen receptor binding	+	0.5430	54.30%
Thyroid receptor binding	+	0.7276	72.76%
Glucocorticoid receptor binding	+	0.8507	85.07%
Aromatase binding	+	0.7246	72.46%
PPAR gamma	+	0.8180	81.80%
Honey bee toxicity	-	0.9270	92.70%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6651	66.51%
Fish aquatic toxicity	+	0.9563	95.63%

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	97.23%	91.11%
CHEMBL2535	P11166	Glucose transporter	94.42%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.61%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.12%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.74%	93.99%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.17%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.17%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.63%	99.15%
CHEMBL1255126	O15151	Protein Mdm4	87.73%	90.20%
CHEMBL2581	P07339	Cathepsin D	84.72%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.69%	99.17%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	83.01%	94.03%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.48%	89.62%
CHEMBL1907	P15144	Aminopeptidase N	82.14%	93.31%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	81.56%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.80%	89.00%

Plants that contains it

• Dendrobium nobile
• Dendrobium plicatile

Cross-Links

• PubChem: 44445445
• NPASS: NPC266006
• LOTUS: LTS0127014
• wikiData: Q18389028