(2S)-2-methyl-2-(4-methylpent-3-enyl)-5-(2-phenylethyl)chromen-7-ol

Details

• Internal ID: 8592f566-4653-4097-8a36-0607c7f82887
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: (2S)-2-methyl-2-(4-methylpent-3-enyl)-5-(2-phenylethyl)chromen-7-ol
• SMILES (Canonical): CC(=CCCC1(C=CC2=C(C=C(C=C2O1)O)CCC3=CC=CC=C3)C)C
• SMILES (Isomeric): CC(=CCC[C@]1(C=CC2=C(C=C(C=C2O1)O)CCC3=CC=CC=C3)C)C
• InChI: InChI=1S/C24H28O2/c1-18(2)8-7-14-24(3)15-13-22-20(16-21(25)17-23(22)26-24)12-11-19-9-5-4-6-10-19/h4-6,8-10,13,15-17,25H,7,11-12,14H2,1-3H3/t24-/m0/s1
• InChI Key: BJWKGFBYJPLIQS-DEOSSOPVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₈O₂
• Molecular Weight: 348.50 g/mol
• Exact Mass: 348.208930132 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 6.70
• Atomic LogP (AlogP): 6.09
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9908	99.08%
Caco-2	+	0.6167	61.67%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5702	57.02%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.8280	82.80%
OATP1B3 inhibitior	+	0.9651	96.51%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9608	96.08%
P-glycoprotein inhibitior	+	0.8465	84.65%
P-glycoprotein substrate	-	0.5875	58.75%
CYP3A4 substrate	+	0.5717	57.17%
CYP2C9 substrate	+	0.5981	59.81%
CYP2D6 substrate	+	0.4032	40.32%
CYP3A4 inhibition	-	0.8145	81.45%
CYP2C9 inhibition	-	0.5837	58.37%
CYP2C19 inhibition	+	0.7006	70.06%
CYP2D6 inhibition	-	0.7529	75.29%
CYP1A2 inhibition	+	0.6465	64.65%
CYP2C8 inhibition	+	0.6797	67.97%
CYP inhibitory promiscuity	+	0.6456	64.56%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6577	65.77%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.6275	62.75%
Skin irritation	-	0.7094	70.94%
Skin corrosion	-	0.9106	91.06%
Ames mutagenesis	-	0.6837	68.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.8785	87.85%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.5200	52.00%
skin sensitisation	-	0.5664	56.64%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6215	62.15%
Acute Oral Toxicity (c)	III	0.7437	74.37%
Estrogen receptor binding	+	0.8619	86.19%
Androgen receptor binding	+	0.6523	65.23%
Thyroid receptor binding	+	0.6737	67.37%
Glucocorticoid receptor binding	+	0.6904	69.04%
Aromatase binding	+	0.5589	55.89%
PPAR gamma	+	0.8193	81.93%
Honey bee toxicity	-	0.7733	77.33%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9540	95.40%

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	99.40%	91.11%
CHEMBL240	Q12809	HERG	99.10%	89.76%
CHEMBL2581	P07339	Cathepsin D	97.11%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	94.92%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.79%	94.45%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	93.51%	94.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.80%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.63%	96.09%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	90.74%	83.57%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.55%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	87.60%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.59%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.32%	95.50%
CHEMBL4208	P20618	Proteasome component C5	82.94%	90.00%
CHEMBL1914	P06276	Butyrylcholinesterase	81.45%	95.00%

Plants that contains it

• Radula kojana

Cross-Links

• PubChem: 14060735
• LOTUS: LTS0027253
• wikiData: Q104937420