(2S,4S)-4-hydroxy-5-methoxy-8,8-bis(3-methylbut-2-enyl)-2-phenyl-3,4-dihydro-2H-chromen-7-one

Details

• Internal ID: 67def24f-07dc-497e-9bba-02c0f0076fb0
• Taxonomy: Organoheterocyclic compounds > Benzopyrans
• IUPAC Name: (2S,4S)-4-hydroxy-5-methoxy-8,8-bis(3-methylbut-2-enyl)-2-phenyl-3,4-dihydro-2H-chromen-7-one
• SMILES (Canonical): CC(=CCC1(C(=O)C=C(C2=C1OC(CC2O)C3=CC=CC=C3)OC)CC=C(C)C)C
• SMILES (Isomeric): CC(=CCC1(C(=O)C=C(C2=C1O[C@@H](C[C@@H]2O)C3=CC=CC=C3)OC)CC=C(C)C)C
• InChI: InChI=1S/C26H32O4/c1-17(2)11-13-26(14-12-18(3)4)23(28)16-22(29-5)24-20(27)15-21(30-25(24)26)19-9-7-6-8-10-19/h6-12,16,20-21,27H,13-15H2,1-5H3/t20-,21-/m0/s1
• InChI Key: QATUHVNEZOUTDG-SFTDATJTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₂O₄
• Molecular Weight: 408.50 g/mol
• Exact Mass: 408.23005950 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 5.58
• H-Bond Acceptor: 4
• 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	+	0.9963	99.63%
Caco-2	+	0.7864	78.64%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7450	74.50%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8712	87.12%
OATP1B3 inhibitior	+	0.9278	92.78%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9707	97.07%
P-glycoprotein inhibitior	+	0.8473	84.73%
P-glycoprotein substrate	-	0.8280	82.80%
CYP3A4 substrate	+	0.5793	57.93%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.8142	81.42%
CYP3A4 inhibition	+	0.5068	50.68%
CYP2C9 inhibition	-	0.7126	71.26%
CYP2C19 inhibition	+	0.5977	59.77%
CYP2D6 inhibition	-	0.8769	87.69%
CYP1A2 inhibition	-	0.7560	75.60%
CYP2C8 inhibition	+	0.4872	48.72%
CYP inhibitory promiscuity	+	0.5326	53.26%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9131	91.31%
Carcinogenicity (trinary)	Non-required	0.5796	57.96%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.8368	83.68%
Skin irritation	-	0.6813	68.13%
Skin corrosion	-	0.9561	95.61%
Ames mutagenesis	+	0.5222	52.22%
Human Ether-a-go-go-Related Gene inhibition	+	0.8261	82.61%
Micronuclear	-	0.6241	62.41%
Hepatotoxicity	+	0.6960	69.60%
skin sensitisation	-	0.7281	72.81%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.7432	74.32%
Acute Oral Toxicity (c)	III	0.6388	63.88%
Estrogen receptor binding	+	0.7477	74.77%
Androgen receptor binding	+	0.6828	68.28%
Thyroid receptor binding	+	0.6339	63.39%
Glucocorticoid receptor binding	+	0.7562	75.62%
Aromatase binding	+	0.6247	62.47%
PPAR gamma	+	0.6710	67.10%
Honey bee toxicity	-	0.8264	82.64%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9008	90.08%

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	98.50%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.06%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.09%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.37%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.63%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.43%	97.09%
CHEMBL2581	P07339	Cathepsin D	86.48%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.30%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.73%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.39%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	81.28%	90.17%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.67%	94.08%

Plants that contains it

• Pongamia pinnata

Cross-Links

• PubChem: 162870268
• LOTUS: LTS0177568
• wikiData: Q105217603