Terrestrol A

Details

• Internal ID: 9b5c22f4-f17d-4b81-a721-2b36381f0796
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylmethanes
• IUPAC Name: 2-[[2,5-dihydroxy-4-(methoxymethyl)phenyl]methyl]-5-[(2,5-dihydroxyphenyl)methyl]benzene-1,4-diol
• InChI: InChI=1S/C22H22O7/c1-29-11-16-10-21(27)15(9-22(16)28)5-14-8-19(25)13(7-20(14)26)4-12-6-17(23)2-3-18(12)24/h2-3,6-10,23-28H,4-5,11H2,1H3
• InChI Key: WMFZCOHRHOJWON-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₂O₇
• Molecular Weight: 398.40 g/mol
• Exact Mass: 398.13655304 g/mol
• Topological Polar Surface Area (TPSA): 131.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.25
• H-Bond Acceptor: 7
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

• CHEMBL256568
• CHEBI:203008
• 2-[[2,5-dihydroxy-4-(methoxymethyl)phenyl]methyl]-5-[(2,5-dihydroxyphenyl)methyl]benzene-1,4-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9705	97.05%
Caco-2	-	0.7663	76.63%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.9024	90.24%
OATP2B1 inhibitior	-	0.5671	56.71%
OATP1B1 inhibitior	+	0.9131	91.31%
OATP1B3 inhibitior	+	0.9534	95.34%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9379	93.79%
P-glycoprotein inhibitior	-	0.4846	48.46%
P-glycoprotein substrate	-	0.9089	90.89%
CYP3A4 substrate	-	0.6100	61.00%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	+	0.4290	42.90%
CYP3A4 inhibition	-	0.7730	77.30%
CYP2C9 inhibition	-	0.5784	57.84%
CYP2C19 inhibition	+	0.6982	69.82%
CYP2D6 inhibition	-	0.7974	79.74%
CYP1A2 inhibition	+	0.8640	86.40%
CYP2C8 inhibition	+	0.5483	54.83%
CYP inhibitory promiscuity	+	0.5656	56.56%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7243	72.43%
Carcinogenicity (trinary)	Non-required	0.6337	63.37%
Eye corrosion	-	0.9821	98.21%
Eye irritation	-	0.5000	50.00%
Skin irritation	-	0.8145	81.45%
Skin corrosion	-	0.9424	94.24%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8807	88.07%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8307	83.07%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.4726	47.26%
Acute Oral Toxicity (c)	III	0.5847	58.47%
Estrogen receptor binding	+	0.9334	93.34%
Androgen receptor binding	+	0.7185	71.85%
Thyroid receptor binding	+	0.7854	78.54%
Glucocorticoid receptor binding	+	0.8320	83.20%
Aromatase binding	+	0.6927	69.27%
PPAR gamma	+	0.8449	84.49%
Honey bee toxicity	-	0.8784	87.84%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9680	96.80%

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	97.65%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.15%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.10%	99.15%
CHEMBL242	Q92731	Estrogen receptor beta	89.26%	98.35%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.73%	86.33%
CHEMBL4208	P20618	Proteasome component C5	87.45%	90.00%
CHEMBL2581	P07339	Cathepsin D	86.85%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.45%	99.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.10%	89.62%
CHEMBL3401	O75469	Pregnane X receptor	82.05%	94.73%
CHEMBL3194	P02766	Transthyretin	81.57%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.20%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 24770577
• LOTUS: LTS0045285
• wikiData: Q77374803