Dehydrojuncusol

Details

• Internal ID: 3b3636bb-85c1-43d4-9204-8a58d71ee833
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Phenanthrols
• IUPAC Name: 5-ethenyl-1,6-dimethylphenanthrene-2,7-diol
• SMILES (Canonical): CC1=C(C=CC2=C1C=CC3=CC(=C(C(=C32)C=C)C)O)O
• SMILES (Isomeric): CC1=C(C=CC2=C1C=CC3=CC(=C(C(=C32)C=C)C)O)O
• InChI: InChI=1S/C18H16O2/c1-4-13-10(2)17(20)9-12-5-6-14-11(3)16(19)8-7-15(14)18(12)13/h4-9,19-20H,1H2,2-3H3
• InChI Key: IZVFYHBVHNNKGE-UHFFFAOYSA-N
• Popularity: 5 references 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

• 117824-04-1
• CHEMBL4060785
• SCHEMBL23754264
• HY-N8188
• AKOS040761597
• CS-0140285
• E88895

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8633	86.33%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7235	72.35%
OATP2B1 inhibitior	-	0.7116	71.16%
OATP1B1 inhibitior	+	0.8753	87.53%
OATP1B3 inhibitior	+	0.9602	96.02%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5910	59.10%
P-glycoprotein inhibitior	-	0.8938	89.38%
P-glycoprotein substrate	-	0.9236	92.36%
CYP3A4 substrate	-	0.6381	63.81%
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	+	0.5101	51.01%
CYP inhibitory promiscuity	+	0.8226	82.26%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7442	74.42%
Carcinogenicity (trinary)	Non-required	0.5145	51.45%
Eye corrosion	-	0.9667	96.67%
Eye irritation	+	0.8868	88.68%
Skin irritation	-	0.5643	56.43%
Skin corrosion	-	0.7333	73.33%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5807	58.07%
Micronuclear	-	0.5341	53.41%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	+	0.8816	88.16%
Respiratory toxicity	-	0.7667	76.67%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.8258	82.58%
Acute Oral Toxicity (c)	III	0.6623	66.23%
Estrogen receptor binding	+	0.9170	91.70%
Androgen receptor binding	+	0.7417	74.17%
Thyroid receptor binding	+	0.7887	78.87%
Glucocorticoid receptor binding	+	0.8650	86.50%
Aromatase binding	+	0.8343	83.43%
PPAR gamma	+	0.8499	84.99%
Honey bee toxicity	-	0.9302	93.02%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
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	97.05%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.91%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.86%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	91.15%	83.82%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	87.27%	93.65%
CHEMBL2581	P07339	Cathepsin D	86.45%	98.95%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	85.73%	83.57%
CHEMBL242	Q92731	Estrogen receptor beta	85.45%	98.35%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.62%	89.62%
CHEMBL3401	O75469	Pregnane X receptor	84.53%	94.73%
CHEMBL4530	P00488	Coagulation factor XIII	84.33%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.96%	89.00%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	82.77%	98.11%

Plants that contains it

• Juncus acutus
• Juncus effusus
• Juncus roemerianus
• Mentha arvensis

Cross-Links

• PubChem: 5316773
• NPASS: NPC41233
• LOTUS: LTS0008340
• wikiData: Q104397899