methyl (1S,2R,3S,4S,7S)-3-(3,4-dihydroxyphenyl)-6-[(E)-3-[(2S)-3-(3,4-dihydroxyphenyl)-1-methoxy-1-oxopropan-2-yl]oxy-3-oxoprop-1-enyl]-7-hydroxy-8-oxobicyclo[2.2.2]oct-5-ene-2-carboxylate

Details

• Internal ID: f7e84e99-57e1-4de6-98c8-bf365b0e9e98
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Cyclohexylphenols
• IUPAC Name: methyl (1S,2R,3S,4S,7S)-3-(3,4-dihydroxyphenyl)-6-[(E)-3-[(2S)-3-(3,4-dihydroxyphenyl)-1-methoxy-1-oxopropan-2-yl]oxy-3-oxoprop-1-enyl]-7-hydroxy-8-oxobicyclo[2.2.2]oct-5-ene-2-carboxylate
• SMILES (Canonical): COC(=O)C1C(C2C=C(C1C(C2=O)O)C=CC(=O)OC(CC3=CC(=C(C=C3)O)O)C(=O)OC)C4=CC(=C(C=C4)O)O
• SMILES (Isomeric): COC(=O)[C@@H]1[C@H]([C@@H]2C=C([C@H]1[C@@H](C2=O)O)/C=C/C(=O)O[C@@H](CC3=CC(=C(C=C3)O)O)C(=O)OC)C4=CC(=C(C=C4)O)O
• InChI: InChI=1S/C29H28O12/c1-39-28(37)21(10-13-3-6-17(30)19(32)9-13)41-22(34)8-5-14-11-16-23(15-4-7-18(31)20(33)12-15)25(29(38)40-2)24(14)27(36)26(16)35/h3-9,11-12,16,21,23-25,27,30-33,36H,10H2,1-2H3/b8-5+/t16-,21-,23-,24+,25+,27-/m0/s1
• InChI Key: IMSUUMDFLGOEIC-XCDYPEKCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₂₈O₁₂
• Molecular Weight: 568.50 g/mol
• Exact Mass: 568.15807632 g/mol
• Topological Polar Surface Area (TPSA): 197.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.38
• H-Bond Acceptor: 12
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9379	93.79%
Caco-2	-	0.8564	85.64%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8604	86.04%
OATP2B1 inhibitior	-	0.8504	85.04%
OATP1B1 inhibitior	+	0.8688	86.88%
OATP1B3 inhibitior	+	0.9160	91.60%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8250	82.50%
P-glycoprotein inhibitior	+	0.6965	69.65%
P-glycoprotein substrate	+	0.5708	57.08%
CYP3A4 substrate	+	0.6681	66.81%
CYP2C9 substrate	-	0.8035	80.35%
CYP2D6 substrate	-	0.8542	85.42%
CYP3A4 inhibition	-	0.8172	81.72%
CYP2C9 inhibition	+	0.7400	74.00%
CYP2C19 inhibition	+	0.5093	50.93%
CYP2D6 inhibition	-	0.7342	73.42%
CYP1A2 inhibition	-	0.5207	52.07%
CYP2C8 inhibition	+	0.6617	66.17%
CYP inhibitory promiscuity	-	0.5064	50.64%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8036	80.36%
Carcinogenicity (trinary)	Non-required	0.5871	58.71%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.9138	91.38%
Skin irritation	-	0.7868	78.68%
Skin corrosion	-	0.9555	95.55%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6982	69.82%
Micronuclear	+	0.7359	73.59%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.7910	79.10%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.4940	49.40%
Acute Oral Toxicity (c)	III	0.5678	56.78%
Estrogen receptor binding	+	0.7450	74.50%
Androgen receptor binding	+	0.7751	77.51%
Thyroid receptor binding	+	0.5629	56.29%
Glucocorticoid receptor binding	+	0.7250	72.50%
Aromatase binding	-	0.6416	64.16%
PPAR gamma	+	0.6605	66.05%
Honey bee toxicity	-	0.6310	63.10%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6900	69.00%
Fish aquatic toxicity	+	0.9955	99.55%

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	99.48%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.62%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.94%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.25%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	92.88%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.82%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.60%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.56%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	87.72%	91.19%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	87.55%	95.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.61%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.32%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.68%	90.71%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.33%	92.88%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.85%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.37%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.10%	97.09%

Plants that contains it

• Helicteres isora

Cross-Links

• PubChem: 163194739
• LOTUS: LTS0183978
• wikiData: Q104668008