6-Hydroxycalyxin F

Details

• Internal ID: fc6520bc-9ac6-4bf9-8acf-37b04fbef8a5
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: (E)-1-[2,4-dihydroxy-3-[(2R,3S,4R,6S)-3-hydroxy-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(C2O)C3=CC=C(C=C3)O)CCC4=CC=C(C=C4)O)O)C(=O)C=CC5=CC=C(C=C5)O
• SMILES (Isomeric): COC1=C(C(=C(C(=C1)O)[C@H]2C[C@@H](O[C@@H]([C@H]2O)C3=CC=C(C=C3)O)CCC4=CC=C(C=C4)O)O)C(=O)/C=C/C5=CC=C(C=C5)O
• InChI: InChI=1S/C35H34O9/c1-43-30-19-29(40)31(34(42)32(30)28(39)17-7-21-4-12-24(37)13-5-21)27-18-26(16-6-20-2-10-23(36)11-3-20)44-35(33(27)41)22-8-14-25(38)15-9-22/h2-5,7-15,17,19,26-27,33,35-38,40-42H,6,16,18H2,1H3/b17-7+/t26-,27+,33-,35+/m0/s1
• InChI Key: XVFLUEXTEKGHHD-MOWQECKLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₃₄O₉
• Molecular Weight: 598.60 g/mol
• Exact Mass: 598.22028266 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 5.73
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8127	81.27%
Caco-2	-	0.8595	85.95%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7920	79.20%
OATP2B1 inhibitior	-	0.7077	70.77%
OATP1B1 inhibitior	+	0.8623	86.23%
OATP1B3 inhibitior	+	0.9308	93.08%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9758	97.58%
P-glycoprotein inhibitior	+	0.8372	83.72%
P-glycoprotein substrate	+	0.5621	56.21%
CYP3A4 substrate	+	0.6693	66.93%
CYP2C9 substrate	-	0.8065	80.65%
CYP2D6 substrate	-	0.8207	82.07%
CYP3A4 inhibition	+	0.5524	55.24%
CYP2C9 inhibition	+	0.6125	61.25%
CYP2C19 inhibition	+	0.7190	71.90%
CYP2D6 inhibition	-	0.7102	71.02%
CYP1A2 inhibition	+	0.6262	62.62%
CYP2C8 inhibition	+	0.9301	93.01%
CYP inhibitory promiscuity	+	0.8402	84.02%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9428	94.28%
Carcinogenicity (trinary)	Non-required	0.6258	62.58%
Eye corrosion	-	0.9835	98.35%
Eye irritation	-	0.9078	90.78%
Skin irritation	-	0.7639	76.39%
Skin corrosion	-	0.9268	92.68%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8540	85.40%
Micronuclear	-	0.5682	56.82%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8550	85.50%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.8951	89.51%
Acute Oral Toxicity (c)	III	0.6001	60.01%
Estrogen receptor binding	+	0.7534	75.34%
Androgen receptor binding	+	0.7786	77.86%
Thyroid receptor binding	+	0.5346	53.46%
Glucocorticoid receptor binding	+	0.6238	62.38%
Aromatase binding	-	0.6769	67.69%
PPAR gamma	+	0.6706	67.06%
Honey bee toxicity	-	0.7882	78.82%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9022	90.22%

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	99.52%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.76%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.16%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.61%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.82%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.66%	99.17%
CHEMBL2581	P07339	Cathepsin D	92.82%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.45%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	92.32%	95.50%
CHEMBL3194	P02766	Transthyretin	91.67%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.51%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.65%	95.56%
CHEMBL4208	P20618	Proteasome component C5	90.59%	90.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.37%	93.99%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.94%	96.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.79%	96.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.20%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	86.13%	94.73%
CHEMBL2535	P11166	Glucose transporter	85.79%	98.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.65%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.92%	90.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.07%	92.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.07%	92.94%
CHEMBL206	P03372	Estrogen receptor alpha	84.01%	97.64%
CHEMBL226	P30542	Adenosine A1 receptor	83.78%	95.93%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.16%	91.71%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.30%	97.21%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.38%	97.14%

Plants that contains it

• Alpinia roxburghii

Cross-Links

• PubChem: 101942292
• LOTUS: LTS0087847
• wikiData: Q105342841