[5-Hydroxy-6-[[2-(hydroxymethyl)-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl]oxy]-2-methyl-4-[3,4,5-trihydroxy-6-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxymethyl]oxan-2-yl]oxyoxan-3-yl] 3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: 31dcfb4b-7705-414e-b734-67a4d5748cb0
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acid esters > Coumaric acid esters
• IUPAC Name: [5-hydroxy-6-[[2-(hydroxymethyl)-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl]oxy]-2-methyl-4-[3,4,5-trihydroxy-6-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxymethyl]oxan-2-yl]oxyoxan-3-yl] 3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C3C=COC(C3C4(C2O4)CO)OC5C(C(C(C(O5)CO)O)O)O)O)OC6C(C(C(C(O6)COC(=O)C=CC7=CC(=C(C=C7)O)OC)O)O)O)OC(=O)C=CC8=CC=C(C=C8)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C3C=COC(C3C4(C2O4)CO)OC5C(C(C(C(O5)CO)O)O)O)O)OC6C(C(C(C(O6)COC(=O)C=CC7=CC(=C(C=C7)O)OC)O)O)O)OC(=O)C=CC8=CC=C(C=C8)O
• InChI: InChI=1S/C46H56O24/c1-19-38(66-29(52)12-6-20-3-8-22(49)9-4-20)40(68-43-35(57)34(56)32(54)27(65-43)17-62-28(51)11-7-21-5-10-24(50)25(15-21)60-2)37(59)45(63-19)67-39-23-13-14-61-42(30(23)46(18-48)41(39)70-46)69-44-36(58)33(55)31(53)26(16-47)64-44/h3-15,19,23,26-27,30-45,47-50,53-59H,16-18H2,1-2H3
• InChI Key: FCBULGULGLVDJY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₅₆O₂₄
• Molecular Weight: 992.90 g/mol
• Exact Mass: 992.31615265 g/mol
• Topological Polar Surface Area (TPSA): 362.00 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): -2.97
• H-Bond Acceptor: 24
• H-Bond Donor: 11
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4667	46.67%
Caco-2	-	0.8709	87.09%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.5234	52.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8065	80.65%
OATP1B3 inhibitior	+	0.9662	96.62%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7714	77.14%
P-glycoprotein inhibitior	+	0.7289	72.89%
P-glycoprotein substrate	+	0.6576	65.76%
CYP3A4 substrate	+	0.7218	72.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8683	86.83%
CYP3A4 inhibition	-	0.8506	85.06%
CYP2C9 inhibition	-	0.8538	85.38%
CYP2C19 inhibition	-	0.7820	78.20%
CYP2D6 inhibition	-	0.9072	90.72%
CYP1A2 inhibition	-	0.8701	87.01%
CYP2C8 inhibition	+	0.8072	80.72%
CYP inhibitory promiscuity	-	0.7881	78.81%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6119	61.19%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9038	90.38%
Skin irritation	-	0.8027	80.27%
Skin corrosion	-	0.9387	93.87%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7483	74.83%
Micronuclear	+	0.6133	61.33%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.7987	79.87%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8392	83.92%
Acute Oral Toxicity (c)	III	0.5231	52.31%
Estrogen receptor binding	+	0.7810	78.10%
Androgen receptor binding	+	0.5971	59.71%
Thyroid receptor binding	+	0.5647	56.47%
Glucocorticoid receptor binding	+	0.6841	68.41%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7697	76.97%
Honey bee toxicity	-	0.6609	66.09%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.8904	89.04%

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	99.81%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.76%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.25%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.42%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.19%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.14%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.47%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	93.05%	91.49%
CHEMBL3194	P02766	Transthyretin	93.03%	90.71%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.95%	97.36%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.95%	99.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.25%	92.94%
CHEMBL4208	P20618	Proteasome component C5	87.04%	90.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.78%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.36%	94.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	85.13%	89.67%
CHEMBL3401	O75469	Pregnane X receptor	84.30%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.22%	94.45%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	84.09%	80.78%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.25%	97.09%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	81.91%	98.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.07%	86.92%
CHEMBL340	P08684	Cytochrome P450 3A4	80.83%	91.19%
CHEMBL5255	O00206	Toll-like receptor 4	80.47%	92.50%
CHEMBL1937	Q92769	Histone deacetylase 2	80.00%	94.75%

Plants that contains it

• Buddleja japonica

Cross-Links

• PubChem: 162850396
• LOTUS: LTS0229204
• wikiData: Q104993067