Blepharocalyxin E

Details

• Internal ID: 82ebe7f2-a9a4-4111-95ee-0cc346bf6f0a
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: (E)-1-[2,4-dihydroxy-3-[(2S,3R,4R,6S)-3-[(E,1S,5S)-5-hydroxy-1,7-bis(4-hydroxyphenyl)hept-2-enyl]-2-(4-hydroxyphenyl)-6-[2-(4-hydroxyphenyl)ethyl]oxan-4-yl]-6-methoxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
• SMILES (Canonical): COC1=C(C(=C(C(=C1)O)C2CC(OC(C2C(C=CCC(CCC3=CC=C(C=C3)O)O)C4=CC=C(C=C4)O)C5=CC=C(C=C5)O)CCC6=CC=C(C=C6)O)O)C(=O)C=CC7=CC=C(C=C7)O
• SMILES (Isomeric): COC1=C(C(=C(C(=C1)O)[C@@H]2C[C@@H](O[C@@H]([C@H]2[C@H](/C=C/C[C@H](CCC3=CC=C(C=C3)O)O)C4=CC=C(C=C4)O)C5=CC=C(C=C5)O)CCC6=CC=C(C=C6)O)O)C(=O)/C=C/C7=CC=C(C=C7)O
• InChI: InChI=1S/C54H54O11/c1-64-49-32-48(62)51(53(63)52(49)47(61)30-13-35-10-23-41(58)24-11-35)46-31-44(29-12-34-8-21-40(57)22-9-34)65-54(37-16-27-43(60)28-17-37)50(46)45(36-14-25-42(59)26-15-36)4-2-3-38(55)18-5-33-6-19-39(56)20-7-33/h2,4,6-11,13-17,19-28,30,32,38,44-46,50,54-60,62-63H,3,5,12,18,29,31H2,1H3/b4-2+,30-13+/t38-,44+,45-,46-,50+,54-/m1/s1
• InChI Key: HIWNJCMWCICIHA-SOPVFMOZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₅₄O₁₁
• Molecular Weight: 879.00 g/mol
• Exact Mass: 878.36661253 g/mol
• Topological Polar Surface Area (TPSA): 197.00 Ų
• XlogP: 10.30
• Atomic LogP (AlogP): 10.12
• H-Bond Acceptor: 11
• H-Bond Donor: 8
• Rotatable Bonds: 17

Synonyms

• CHEMBL502939
• (E)-1-[2,4-dihydroxy-3-[(2S,3R,4R,6S)-3-[(E,1S,5S)-5-hydroxy-1,7-bis(4-hydroxyphenyl)hept-2-enyl]-2-(4-hydroxyphenyl)-6-[2-(4-hydroxyphenyl)ethyl]oxan-4-yl]-6-methoxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9021	90.21%
Caco-2	-	0.8752	87.52%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8638	86.38%
OATP2B1 inhibitior	-	0.5716	57.16%
OATP1B1 inhibitior	+	0.8303	83.03%
OATP1B3 inhibitior	+	0.9330	93.30%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9850	98.50%
P-glycoprotein inhibitior	+	0.7819	78.19%
P-glycoprotein substrate	+	0.7628	76.28%
CYP3A4 substrate	+	0.7048	70.48%
CYP2C9 substrate	-	0.8065	80.65%
CYP2D6 substrate	-	0.8207	82.07%
CYP3A4 inhibition	+	0.6594	65.94%
CYP2C9 inhibition	-	0.5956	59.56%
CYP2C19 inhibition	+	0.6833	68.33%
CYP2D6 inhibition	-	0.7170	71.70%
CYP1A2 inhibition	+	0.5691	56.91%
CYP2C8 inhibition	+	0.8729	87.29%
CYP inhibitory promiscuity	+	0.7836	78.36%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9228	92.28%
Carcinogenicity (trinary)	Non-required	0.6205	62.05%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9156	91.56%
Skin irritation	-	0.7653	76.53%
Skin corrosion	-	0.9295	92.95%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8304	83.04%
Micronuclear	-	0.5741	57.41%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.8688	86.88%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.9620	96.20%
Acute Oral Toxicity (c)	III	0.5027	50.27%
Estrogen receptor binding	+	0.8343	83.43%
Androgen receptor binding	+	0.7871	78.71%
Thyroid receptor binding	+	0.5699	56.99%
Glucocorticoid receptor binding	+	0.6308	63.08%
Aromatase binding	-	0.5401	54.01%
PPAR gamma	+	0.7529	75.29%
Honey bee toxicity	-	0.6825	68.25%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.8963	89.63%

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	99.62%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.41%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	98.17%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.35%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.73%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.52%	99.17%
CHEMBL2581	P07339	Cathepsin D	95.05%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	94.11%	95.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.72%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.19%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.58%	85.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.51%	95.89%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.51%	93.99%
CHEMBL3401	O75469	Pregnane X receptor	89.66%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.24%	89.00%
CHEMBL3194	P02766	Transthyretin	88.85%	90.71%
CHEMBL2535	P11166	Glucose transporter	88.44%	98.75%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	86.97%	85.00%
CHEMBL340	P08684	Cytochrome P450 3A4	86.79%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.56%	95.89%
CHEMBL206	P03372	Estrogen receptor alpha	86.44%	97.64%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	86.42%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.50%	90.71%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.15%	89.62%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.82%	96.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.44%	92.94%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	83.61%	97.31%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.41%	100.00%
CHEMBL1951	P21397	Monoamine oxidase A	83.28%	91.49%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.08%	97.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.78%	92.62%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.12%	92.88%
CHEMBL4208	P20618	Proteasome component C5	81.85%	90.00%

Plants that contains it

• Alpinia roxburghii

Cross-Links

• PubChem: 9988230
• NPASS: NPC208258
• ChEMBL: CHEMBL502939
• LOTUS: LTS0260169
• wikiData: Q105029075