[4,5-Dihydroxy-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-methyloxan-3-yl] 3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: 67b5a722-b78f-48f4-85a2-2f2bc3f6a786
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acid esters > Coumaric acid esters
• IUPAC Name: [4,5-dihydroxy-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-methyloxan-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)O)OC(=O)C=CC6=CC=C(C=C6)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C3C=COC(C3C4(C2O4)CO)OC5C(C(C(C(O5)CO)O)O)O)O)O)OC(=O)C=CC6=CC=C(C=C6)O
• InChI: InChI=1S/C30H38O16/c1-12-24(43-17(34)7-4-13-2-5-14(33)6-3-13)21(37)23(39)28(41-12)44-25-15-8-9-40-27(18(15)30(11-32)26(25)46-30)45-29-22(38)20(36)19(35)16(10-31)42-29/h2-9,12,15-16,18-29,31-33,35-39H,10-11H2,1H3
• InChI Key: WYUMOABRAAEBAO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₈O₁₆
• Molecular Weight: 654.60 g/mol
• Exact Mass: 654.21598512 g/mol
• Topological Polar Surface Area (TPSA): 247.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -2.77
• H-Bond Acceptor: 16
• H-Bond Donor: 8
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5971	59.71%
Caco-2	-	0.8896	88.96%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.6535	65.35%
OATP2B1 inhibitior	-	0.8629	86.29%
OATP1B1 inhibitior	+	0.8030	80.30%
OATP1B3 inhibitior	+	0.9616	96.16%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6531	65.31%
P-glycoprotein inhibitior	-	0.4481	44.81%
P-glycoprotein substrate	+	0.5053	50.53%
CYP3A4 substrate	+	0.6954	69.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8752	87.52%
CYP3A4 inhibition	-	0.9353	93.53%
CYP2C9 inhibition	-	0.8943	89.43%
CYP2C19 inhibition	-	0.8021	80.21%
CYP2D6 inhibition	-	0.9053	90.53%
CYP1A2 inhibition	-	0.8736	87.36%
CYP2C8 inhibition	+	0.6892	68.92%
CYP inhibitory promiscuity	-	0.7103	71.03%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5310	53.10%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9202	92.02%
Skin irritation	-	0.7718	77.18%
Skin corrosion	-	0.9439	94.39%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4072	40.72%
Micronuclear	-	0.5167	51.67%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.7944	79.44%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6787	67.87%
Acute Oral Toxicity (c)	III	0.4935	49.35%
Estrogen receptor binding	+	0.7387	73.87%
Androgen receptor binding	+	0.5333	53.33%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6189	61.89%
Aromatase binding	+	0.5785	57.85%
PPAR gamma	+	0.6455	64.55%
Honey bee toxicity	-	0.6993	69.93%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.7612	76.12%

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	99.18%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.89%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.25%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.43%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.27%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.23%	96.00%
CHEMBL2581	P07339	Cathepsin D	88.86%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.50%	97.36%
CHEMBL3401	O75469	Pregnane X receptor	87.45%	94.73%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	85.92%	89.67%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.63%	99.17%
CHEMBL4208	P20618	Proteasome component C5	84.16%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.44%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.92%	95.89%
CHEMBL3194	P02766	Transthyretin	82.30%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.58%	86.92%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.61%	85.14%
CHEMBL226	P30542	Adenosine A1 receptor	80.08%	95.93%

Plants that contains it

• Holmskioldia sanguinea
• Scrophularia nodosa
• Verbascum thapsus

Cross-Links

• PubChem: 85446977
• LOTUS: LTS0068024
• wikiData: Q105322731