octadecyl (2R,3S)-2-(3-hydroxy-5-methoxyphenyl)-7-methoxy-5-[(E)-3-octadecoxy-3-oxoprop-1-enyl]-2,3-dihydro-1-benzofuran-3-carboxylate

Details

• Internal ID: 252183e3-d08b-47ac-824a-65a5a381b335
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: octadecyl (2R,3S)-2-(3-hydroxy-5-methoxyphenyl)-7-methoxy-5-[(E)-3-octadecoxy-3-oxoprop-1-enyl]-2,3-dihydro-1-benzofuran-3-carboxylate
• SMILES (Canonical): CCCCCCCCCCCCCCCCCCOC(=O)C=CC1=CC2=C(C(=C1)OC)OC(C2C(=O)OCCCCCCCCCCCCCCCCCC)C3=CC(=CC(=C3)OC)O
• SMILES (Isomeric): CCCCCCCCCCCCCCCCCCOC(=O)/C=C/C1=CC2=C(C(=C1)OC)O[C@H]([C@H]2C(=O)OCCCCCCCCCCCCCCCCCC)C3=CC(=CC(=C3)OC)O
• InChI: InChI=1S/C56H90O8/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-39-62-52(58)38-37-46-41-50-53(54(64-55(50)51(42-46)61-4)47-43-48(57)45-49(44-47)60-3)56(59)63-40-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-2/h37-38,41-45,53-54,57H,5-36,39-40H2,1-4H3/b38-37+/t53-,54-/m0/s1
• InChI Key: ZDNOXIFLPQLCOX-GMTJQZGOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₉₀O₈
• Molecular Weight: 891.30 g/mol
• Exact Mass: 890.66356982 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 20.60
• Atomic LogP (AlogP): 16.25
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 40

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9919	99.19%
Caco-2	-	0.8258	82.58%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.6638	66.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8652	86.52%
OATP1B3 inhibitior	+	0.8920	89.20%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9873	98.73%
P-glycoprotein inhibitior	+	0.7777	77.77%
P-glycoprotein substrate	-	0.5779	57.79%
CYP3A4 substrate	+	0.6707	67.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8472	84.72%
CYP3A4 inhibition	-	0.5095	50.95%
CYP2C9 inhibition	-	0.6728	67.28%
CYP2C19 inhibition	+	0.5390	53.90%
CYP2D6 inhibition	-	0.9493	94.93%
CYP1A2 inhibition	-	0.6319	63.19%
CYP2C8 inhibition	+	0.8783	87.83%
CYP inhibitory promiscuity	-	0.5340	53.40%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5988	59.88%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.8956	89.56%
Skin irritation	-	0.8251	82.51%
Skin corrosion	-	0.9617	96.17%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6514	65.14%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.5448	54.48%
skin sensitisation	-	0.8712	87.12%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.5546	55.46%
Acute Oral Toxicity (c)	I	0.3260	32.60%
Estrogen receptor binding	+	0.7844	78.44%
Androgen receptor binding	+	0.8142	81.42%
Thyroid receptor binding	-	0.5667	56.67%
Glucocorticoid receptor binding	+	0.6565	65.65%
Aromatase binding	-	0.5167	51.67%
PPAR gamma	+	0.5489	54.89%
Honey bee toxicity	-	0.8349	83.49%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.7378	73.78%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.01%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.49%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.20%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.71%	86.33%
CHEMBL230	P35354	Cyclooxygenase-2	95.00%	89.63%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.40%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.16%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.15%	89.00%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	88.65%	92.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.58%	97.09%
CHEMBL2581	P07339	Cathepsin D	86.52%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	86.49%	94.73%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	86.00%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.08%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.73%	97.14%
CHEMBL3194	P02766	Transthyretin	84.45%	90.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.65%	92.62%
CHEMBL5255	O00206	Toll-like receptor 4	82.29%	92.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.79%	99.23%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	81.38%	100.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.84%	91.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.18%	96.95%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.17%	80.78%

Plants that contains it

• Aegiceras corniculatum
• Ajuga integrifolia
• Allium multibulbosum
• Arbutus menziesii
• Bruguiera gymnorhiza
• Cinnamosma madagascariensis
• Echiochilon pauciflorum
• Helichrysum nudifolium
• Hypoxis nyasica
• Isoberlinia angolensis
• Macaranga sinensis
• Mirabilis jalapa
• Nicoteba betonica
• Otostegia fruticosa
• Paranephelius uniflorus
• Rhododendron aureum
• Seriphidium lessingianum
• Sonneratia alba
• Tephroseris integrifolia
• Terminalia tetraphylla
• Teucrium orientale
• Veltheimia capensis
• Xylopia aethiopica

Cross-Links

• PubChem: 25105546
• NPASS: NPC255647
• LOTUS: LTS0078618
• wikiData: Q105372459