Campneoside

Details

• Internal ID: 10db8f96-b7c4-4b08-88cb-840cb3ad1bb8
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: [(2R,3R,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)-2-methoxyethoxy]-5-hydroxy-2-(hydroxymethyl)-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C=CC3=CC(=C(C=C3)O)O)CO)OCC(C4=CC(=C(C=C4)O)O)OC)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H](O[C@@H]([C@H]2OC(=O)/C=C/C3=CC(=C(C=C3)O)O)CO)OCC(C4=CC(=C(C=C4)O)O)OC)O)O)O)O
• InChI: InChI=1S/C30H38O16/c1-13-23(37)24(38)25(39)30(43-13)46-28-26(40)29(42-12-21(41-2)15-5-7-17(33)19(35)10-15)44-20(11-31)27(28)45-22(36)8-4-14-3-6-16(32)18(34)9-14/h3-10,13,20-21,23-35,37-40H,11-12H2,1-2H3/b8-4+/t13-,20+,21?,23-,24+,25+,26+,27+,28+,29+,30-/m0/s1
• InChI Key: OWIYIDLFNMCIFO-HGTLEYCVSA-N
• Popularity: 1 reference 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): 255.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -0.87
• H-Bond Acceptor: 16
• H-Bond Donor: 9
• Rotatable Bonds: 11

Synonyms

• CHEMBL450295
• 95519-12-3

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6406	64.06%
Caco-2	-	0.8968	89.68%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.6273	62.73%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.8787	87.87%
OATP1B3 inhibitior	+	0.9598	95.98%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6127	61.27%
P-glycoprotein inhibitior	-	0.5739	57.39%
P-glycoprotein substrate	-	0.5476	54.76%
CYP3A4 substrate	+	0.6366	63.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8743	87.43%
CYP3A4 inhibition	-	0.8613	86.13%
CYP2C9 inhibition	-	0.9122	91.22%
CYP2C19 inhibition	-	0.8685	86.85%
CYP2D6 inhibition	-	0.8810	88.10%
CYP1A2 inhibition	-	0.9234	92.34%
CYP2C8 inhibition	+	0.5983	59.83%
CYP inhibitory promiscuity	-	0.6335	63.35%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7483	74.83%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9192	91.92%
Skin irritation	-	0.8330	83.30%
Skin corrosion	-	0.9580	95.80%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6500	65.00%
Micronuclear	-	0.5367	53.67%
Hepatotoxicity	-	0.8573	85.73%
skin sensitisation	-	0.8385	83.85%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.9541	95.41%
Acute Oral Toxicity (c)	III	0.7531	75.31%
Estrogen receptor binding	+	0.8075	80.75%
Androgen receptor binding	-	0.6262	62.62%
Thyroid receptor binding	+	0.6138	61.38%
Glucocorticoid receptor binding	+	0.6215	62.15%
Aromatase binding	-	0.5205	52.05%
PPAR gamma	+	0.7162	71.62%
Honey bee toxicity	-	0.6484	64.84%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5145	51.45%
Fish aquatic toxicity	+	0.8730	87.30%

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	99.79%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.47%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.74%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.47%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.11%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.52%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	92.51%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.02%	99.17%
CHEMBL2581	P07339	Cathepsin D	91.89%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.20%	95.56%
CHEMBL3194	P02766	Transthyretin	88.12%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.40%	85.14%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.13%	97.36%
CHEMBL4208	P20618	Proteasome component C5	83.13%	90.00%
CHEMBL226	P30542	Adenosine A1 receptor	81.86%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.33%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.26%	99.15%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.51%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.47%	95.50%

Plants that contains it

• Acanthus ilicifolius
• Buddleja officinalis
• Callicarpa macrophylla
• Campsis grandiflora
• Deplanchea speciosa
• Fraxinus americana
• Paulownia tomentosa
• Plantago asiatica
• Plantago depressa
• Sesamum indicum
• Stachys byzantina

Cross-Links

• PubChem: 5315651
• NPASS: NPC134405
• LOTUS: LTS0018489
• wikiData: Q105202033