Dehydrojuncuenin B

Details

• Internal ID: b04e2fe9-0ef0-4d58-8844-f10e96e0014c
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Phenanthrols
• IUPAC Name: 8-ethenyl-1,7-dimethylphenanthrene-2,6-diol
• SMILES (Canonical): CC1=C(C=CC2=C1C=CC3=C(C(=C(C=C23)O)C)C=C)O
• SMILES (Isomeric): CC1=C(C=CC2=C1C=CC3=C(C(=C(C=C23)O)C)C=C)O
• InChI: InChI=1S/C18H16O2/c1-4-12-10(2)18(20)9-16-14(12)6-5-13-11(3)17(19)8-7-15(13)16/h4-9,19-20H,1H2,2-3H3
• InChI Key: FEOBWEMWBQNAEA-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₂
• Molecular Weight: 264.30 g/mol
• Exact Mass: 264.115029749 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 4.66
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• CHEMBL4094695
• SCHEMBL23764927
• HY-N9793
• AKOS040762877
• 1161681-28-2
• CS-0203852

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8684	86.84%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7235	72.35%
OATP2B1 inhibitior	-	0.7123	71.23%
OATP1B1 inhibitior	+	0.9216	92.16%
OATP1B3 inhibitior	+	0.9602	96.02%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5118	51.18%
P-glycoprotein inhibitior	-	0.8855	88.55%
P-glycoprotein substrate	-	0.9444	94.44%
CYP3A4 substrate	-	0.6532	65.32%
CYP2C9 substrate	-	0.5955	59.55%
CYP2D6 substrate	-	0.6770	67.70%
CYP3A4 inhibition	-	0.5816	58.16%
CYP2C9 inhibition	+	0.8495	84.95%
CYP2C19 inhibition	+	0.8506	85.06%
CYP2D6 inhibition	-	0.7955	79.55%
CYP1A2 inhibition	+	0.9698	96.98%
CYP2C8 inhibition	-	0.7053	70.53%
CYP inhibitory promiscuity	+	0.8226	82.26%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7442	74.42%
Carcinogenicity (trinary)	Non-required	0.5145	51.45%
Eye corrosion	-	0.9667	96.67%
Eye irritation	+	0.7241	72.41%
Skin irritation	-	0.5643	56.43%
Skin corrosion	-	0.7333	73.33%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5349	53.49%
Micronuclear	-	0.5341	53.41%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	+	0.8816	88.16%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.8291	82.91%
Acute Oral Toxicity (c)	III	0.6623	66.23%
Estrogen receptor binding	+	0.9361	93.61%
Androgen receptor binding	+	0.7424	74.24%
Thyroid receptor binding	+	0.7845	78.45%
Glucocorticoid receptor binding	+	0.8579	85.79%
Aromatase binding	+	0.8007	80.07%
PPAR gamma	+	0.8356	83.56%
Honey bee toxicity	-	0.9148	91.48%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9949	99.49%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	94.96%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.76%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.06%	95.56%
CHEMBL242	Q92731	Estrogen receptor beta	91.38%	98.35%
CHEMBL2581	P07339	Cathepsin D	85.70%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.39%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	84.16%	94.73%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.67%	93.65%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	83.55%	83.57%
CHEMBL4530	P00488	Coagulation factor XIII	83.04%	96.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.28%	90.24%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.93%	89.62%

Plants that contains it

• Juncus setchuensis

Cross-Links

• PubChem: 44178858
• LOTUS: LTS0165830
• wikiData: Q104994081