[(1S,2S,4S,5S,6R,10S)-2-(hydroxymethyl)-10-[(2S,3S,5R)-3,4,5,6-tetrahydroxyoxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl] (E)-3-(4-methoxyphenyl)prop-2-enoate

Details

• Internal ID: 3120540e-4a8a-4d71-b2eb-da93c38f1d1a
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid esters
• IUPAC Name: [(1S,2S,4S,5S,6R,10S)-2-(hydroxymethyl)-10-[(2S,3S,5R)-3,4,5,6-tetrahydroxyoxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl] (E)-3-(4-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=CC=C(C=C1)C=CC(=O)OC2C3C=COC(C3C4(C2O4)CO)OC5C(C(C(C(O5)O)O)O)O
• SMILES (Isomeric): COC1=CC=C(C=C1)/C=C/C(=O)O[C@H]2[C@@H]3C=CO[C@H]([C@@H]3[C@@]4([C@H]2O4)CO)O[C@H]5[C@H](C([C@H](C(O5)O)O)O)O
• InChI: InChI=1S/C24H28O12/c1-31-12-5-2-11(3-6-12)4-7-14(26)33-19-13-8-9-32-22(15(13)24(10-25)20(19)36-24)35-23-18(29)16(27)17(28)21(30)34-23/h2-9,13,15-23,25,27-30H,10H2,1H3/b7-4+/t13-,15-,16?,17-,18+,19+,20+,21?,22+,23+,24-/m1/s1
• InChI Key: HXPCNWMFVBGRGF-NUAZGXGTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₈O₁₂
• Molecular Weight: 508.50 g/mol
• Exact Mass: 508.15807632 g/mol
• Topological Polar Surface Area (TPSA): 177.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -1.36
• H-Bond Acceptor: 12
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8021	80.21%
Caco-2	-	0.8665	86.65%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6139	61.39%
OATP2B1 inhibitior	-	0.8493	84.93%
OATP1B1 inhibitior	+	0.8373	83.73%
OATP1B3 inhibitior	+	0.9520	95.20%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6445	64.45%
P-glycoprotein inhibitior	-	0.6037	60.37%
P-glycoprotein substrate	-	0.6309	63.09%
CYP3A4 substrate	+	0.6844	68.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8604	86.04%
CYP3A4 inhibition	-	0.7374	73.74%
CYP2C9 inhibition	-	0.8937	89.37%
CYP2C19 inhibition	-	0.7676	76.76%
CYP2D6 inhibition	-	0.8810	88.10%
CYP1A2 inhibition	-	0.8674	86.74%
CYP2C8 inhibition	+	0.5787	57.87%
CYP inhibitory promiscuity	-	0.6882	68.82%
UGT catelyzed	-	0.8638	86.38%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5173	51.73%
Eye corrosion	-	0.9839	98.39%
Eye irritation	-	0.9524	95.24%
Skin irritation	-	0.7472	74.72%
Skin corrosion	-	0.9412	94.12%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6630	66.30%
Micronuclear	+	0.5333	53.33%
Hepatotoxicity	-	0.7782	77.82%
skin sensitisation	-	0.7357	73.57%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.6418	64.18%
Acute Oral Toxicity (c)	III	0.6101	61.01%
Estrogen receptor binding	+	0.6863	68.63%
Androgen receptor binding	+	0.5252	52.52%
Thyroid receptor binding	+	0.5477	54.77%
Glucocorticoid receptor binding	+	0.5698	56.98%
Aromatase binding	+	0.6287	62.87%
PPAR gamma	+	0.6730	67.30%
Honey bee toxicity	-	0.7762	77.62%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	-	0.3785	37.85%

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	98.84%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.24%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.06%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.71%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.90%	96.00%
CHEMBL4208	P20618	Proteasome component C5	91.63%	90.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	89.44%	83.57%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.17%	86.92%
CHEMBL221	P23219	Cyclooxygenase-1	87.40%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.75%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.74%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.72%	99.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.74%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.45%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.74%	94.45%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	83.66%	94.97%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.23%	92.62%
CHEMBL3401	O75469	Pregnane X receptor	83.18%	94.73%
CHEMBL3820	P35557	Hexokinase type IV	82.99%	91.96%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.12%	94.08%
CHEMBL226	P30542	Adenosine A1 receptor	80.28%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.27%	95.89%

Plants that contains it

• Catalpa ovata

Cross-Links

• PubChem: 162818701
• LOTUS: LTS0096995
• wikiData: Q105035094