(4S,5R)-4-methyl-3-methylidene-5-[3,4,5-trimethoxy-2-(3,4,5-trimethoxyphenyl)phenyl]oxolan-2-one

Details

• Internal ID: 67b779aa-bcb8-4ec2-a01d-ebf3474207d4
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Biphenyls and derivatives
• IUPAC Name: (4S,5R)-4-methyl-3-methylidene-5-[3,4,5-trimethoxy-2-(3,4,5-trimethoxyphenyl)phenyl]oxolan-2-one
• InChI: InChI=1S/C24H28O8/c1-12-13(2)24(25)32-20(12)15-11-18(28-5)22(30-7)23(31-8)19(15)14-9-16(26-3)21(29-6)17(10-14)27-4/h9-12,20H,2H2,1,3-8H3/t12-,20+/m0/s1
• InChI Key: HJRRKGPSJCIEPY-FKIZINRSSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₈O₈
• Molecular Weight: 444.50 g/mol
• Exact Mass: 444.17841785 g/mol
• Topological Polar Surface Area (TPSA): 81.70 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.20
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9934	99.34%
Caco-2	+	0.7441	74.41%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7496	74.96%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9018	90.18%
OATP1B3 inhibitior	+	0.9322	93.22%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.8887	88.87%
P-glycoprotein inhibitior	+	0.7633	76.33%
P-glycoprotein substrate	-	0.8922	89.22%
CYP3A4 substrate	+	0.5731	57.31%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.8271	82.71%
CYP3A4 inhibition	+	0.7780	77.80%
CYP2C9 inhibition	-	0.7215	72.15%
CYP2C19 inhibition	+	0.9568	95.68%
CYP2D6 inhibition	-	0.9534	95.34%
CYP1A2 inhibition	+	0.7304	73.04%
CYP2C8 inhibition	+	0.5384	53.84%
CYP inhibitory promiscuity	+	0.9701	97.01%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8828	88.28%
Carcinogenicity (trinary)	Danger	0.4466	44.66%
Eye corrosion	-	0.9793	97.93%
Eye irritation	-	0.6704	67.04%
Skin irritation	-	0.8359	83.59%
Skin corrosion	-	0.9813	98.13%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3837	38.37%
Micronuclear	+	0.7359	73.59%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.8004	80.04%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.5940	59.40%
Acute Oral Toxicity (c)	III	0.4236	42.36%
Estrogen receptor binding	+	0.8648	86.48%
Androgen receptor binding	-	0.5662	56.62%
Thyroid receptor binding	+	0.7903	79.03%
Glucocorticoid receptor binding	+	0.8540	85.40%
Aromatase binding	+	0.5685	56.85%
PPAR gamma	+	0.6807	68.07%
Honey bee toxicity	-	0.7359	73.59%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.66%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.08%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.54%	95.56%
CHEMBL4302	P08183	P-glycoprotein 1	88.92%	92.98%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.22%	91.11%
CHEMBL2581	P07339	Cathepsin D	86.56%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.24%	94.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.80%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.41%	89.00%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	83.81%	96.86%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.35%	99.17%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	83.04%	94.03%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.74%	96.09%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.69%	96.00%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	80.56%	96.09%

Plants that contains it

• Eupomatia bennettii

Cross-Links

• PubChem: 11612005
• LOTUS: LTS0062468
• wikiData: Q105029400