3,3'-Dihydroxy-4,5-methylenedioxybibenzyl

Details

• Internal ID: 0f571887-bb67-412d-9682-ad9f9d97e5d2
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 6-[2-(3-hydroxyphenyl)ethyl]-1,3-benzodioxol-4-ol
• SMILES (Canonical): C1OC2=CC(=CC(=C2O1)O)CCC3=CC(=CC=C3)O
• SMILES (Isomeric): C1OC2=CC(=CC(=C2O1)O)CCC3=CC(=CC=C3)O
• InChI: InChI=1S/C15H14O4/c16-12-3-1-2-10(6-12)4-5-11-7-13(17)15-14(8-11)18-9-19-15/h1-3,6-8,16-17H,4-5,9H2
• InChI Key: CGYGMPSQQYLQJF-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₄
• Molecular Weight: 258.27 g/mol
• Exact Mass: 258.08920892 g/mol
• Topological Polar Surface Area (TPSA): 58.90 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.61
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9195	91.95%
Caco-2	+	0.8263	82.63%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7910	79.10%
OATP2B1 inhibitior	-	0.7211	72.11%
OATP1B1 inhibitior	+	0.9486	94.86%
OATP1B3 inhibitior	+	0.9134	91.34%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6241	62.41%
P-glycoprotein inhibitior	-	0.7756	77.56%
P-glycoprotein substrate	-	0.8121	81.21%
CYP3A4 substrate	-	0.5567	55.67%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	+	0.4054	40.54%
CYP3A4 inhibition	+	0.5199	51.99%
CYP2C9 inhibition	+	0.7440	74.40%
CYP2C19 inhibition	+	0.6154	61.54%
CYP2D6 inhibition	+	0.5431	54.31%
CYP1A2 inhibition	+	0.7306	73.06%
CYP2C8 inhibition	-	0.5745	57.45%
CYP inhibitory promiscuity	+	0.7154	71.54%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.3979	39.79%
Eye corrosion	-	0.9860	98.60%
Eye irritation	+	0.9305	93.05%
Skin irritation	-	0.6596	65.96%
Skin corrosion	-	0.9404	94.04%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.5441	54.41%
Hepatotoxicity	-	0.5959	59.59%
skin sensitisation	-	0.7652	76.52%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7061	70.61%
Acute Oral Toxicity (c)	III	0.5932	59.32%
Estrogen receptor binding	+	0.9098	90.98%
Androgen receptor binding	+	0.7048	70.48%
Thyroid receptor binding	+	0.6851	68.51%
Glucocorticoid receptor binding	+	0.6535	65.35%
Aromatase binding	+	0.7651	76.51%
PPAR gamma	+	0.8838	88.38%
Honey bee toxicity	-	0.8867	88.67%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.8664	86.64%

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	97.58%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.05%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	91.54%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.34%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.67%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.03%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.07%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.31%	99.15%
CHEMBL5805	Q9NR97	Toll-like receptor 8	84.94%	96.25%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.26%	92.62%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.77%	93.40%
CHEMBL240	Q12809	HERG	80.19%	89.76%

Plants that contains it

• Bulbophyllum andersonii

Cross-Links

• PubChem: 14804128
• LOTUS: LTS0067722
• wikiData: Q104958391