(1S,3R,4S)-1-(4'-hydroxy-phenyl)-3,4-dihydro-3,4,5-trimethyl-1H-2-benzopyran-6,8-diol

Details

• Internal ID: 360ef13a-5c16-4d90-a16e-6994698dfea6
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: (1S,3R,4S)-1-(4-hydroxyphenyl)-3,4,5-trimethyl-3,4-dihydro-1H-isochromene-6,8-diol
• InChI: InChI=1S/C18H20O4/c1-9-11(3)22-18(12-4-6-13(19)7-5-12)17-15(21)8-14(20)10(2)16(9)17/h4-9,11,18-21H,1-3H3/t9-,11-,18+/m1/s1
• InChI Key: VJFJLZJZRYKHIS-RRAIRTEYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₄
• Molecular Weight: 300.30 g/mol
• Exact Mass: 300.13615911 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.72
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• (1s,3r,4s)-1-(4'hydroxyl-phenyl)-3,4-dihydro-3,4,5-trimethyl-1h-2-benzopyran-6,8-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9534	95.34%
Caco-2	-	0.5570	55.70%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6897	68.97%
OATP2B1 inhibitior	-	0.8570	85.70%
OATP1B1 inhibitior	+	0.8124	81.24%
OATP1B3 inhibitior	+	0.8571	85.71%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8027	80.27%
P-glycoprotein inhibitior	-	0.8280	82.80%
P-glycoprotein substrate	-	0.8482	84.82%
CYP3A4 substrate	-	0.5072	50.72%
CYP2C9 substrate	-	0.7433	74.33%
CYP2D6 substrate	+	0.3681	36.81%
CYP3A4 inhibition	-	0.5270	52.70%
CYP2C9 inhibition	+	0.5537	55.37%
CYP2C19 inhibition	+	0.5977	59.77%
CYP2D6 inhibition	-	0.8935	89.35%
CYP1A2 inhibition	+	0.9350	93.50%
CYP2C8 inhibition	+	0.5614	56.14%
CYP inhibitory promiscuity	+	0.8255	82.55%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6109	61.09%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.6943	69.43%
Skin irritation	-	0.6779	67.79%
Skin corrosion	-	0.9298	92.98%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5237	52.37%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	-	0.6185	61.85%
skin sensitisation	-	0.8922	89.22%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7698	76.98%
Acute Oral Toxicity (c)	III	0.6398	63.98%
Estrogen receptor binding	+	0.7841	78.41%
Androgen receptor binding	+	0.7705	77.05%
Thyroid receptor binding	+	0.8335	83.35%
Glucocorticoid receptor binding	+	0.7198	71.98%
Aromatase binding	+	0.7122	71.22%
PPAR gamma	+	0.7141	71.41%
Honey bee toxicity	-	0.9661	96.61%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9238	92.38%

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	99.08%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.76%	91.11%
CHEMBL242	Q92731	Estrogen receptor beta	93.80%	98.35%
CHEMBL3401	O75469	Pregnane X receptor	90.10%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.96%	86.33%
CHEMBL2581	P07339	Cathepsin D	85.92%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.22%	95.56%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	85.03%	85.00%
CHEMBL3194	P02766	Transthyretin	85.02%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.66%	89.00%
CHEMBL4208	P20618	Proteasome component C5	84.17%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.41%	90.71%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.18%	92.94%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.77%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.04%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139584202
• LOTUS: LTS0102340
• wikiData: Q77280839