Isocampneoside I

Details

• Internal ID: 9f89ccb5-bfd4-484f-bc53-cfb23d1d8e7a
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: [(2R,3R,4S,5R,6R)-6-[2-(3,4-dihydroxyphenyl)-2-methoxyethoxy]-3,5-dihydroxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(OC(C2O)OCC(C3=CC(=C(C=C3)O)O)OC)COC(=O)C=CC4=CC(=C(C=C4)O)O)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]2O)OCC(C3=CC(=C(C=C3)O)O)OC)COC(=O)/C=C/C4=CC(=C(C=C4)O)O)O)O)O)O
• InChI: InChI=1S/C30H38O16/c1-13-23(36)25(38)26(39)30(44-13)46-28-24(37)21(12-42-22(35)8-4-14-3-6-16(31)18(33)9-14)45-29(27(28)40)43-11-20(41-2)15-5-7-17(32)19(34)10-15/h3-10,13,20-21,23-34,36-40H,11-12H2,1-2H3/b8-4+/t13-,20?,21+,23-,24+,25+,26+,27+,28-,29+,30-/m0/s1
• InChI Key: DEEKDIJUYMOYHW-FAPGXYGISA-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

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5916	59.16%
Caco-2	-	0.9043	90.43%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.6391	63.91%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.8817	88.17%
OATP1B3 inhibitior	+	0.9593	95.93%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6985	69.85%
P-glycoprotein inhibitior	-	0.5870	58.70%
P-glycoprotein substrate	-	0.5575	55.75%
CYP3A4 substrate	+	0.6339	63.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8752	87.52%
CYP3A4 inhibition	-	0.9034	90.34%
CYP2C9 inhibition	-	0.8910	89.10%
CYP2C19 inhibition	-	0.8704	87.04%
CYP2D6 inhibition	-	0.8794	87.94%
CYP1A2 inhibition	-	0.8999	89.99%
CYP2C8 inhibition	+	0.6218	62.18%
CYP inhibitory promiscuity	-	0.6885	68.85%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7214	72.14%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9225	92.25%
Skin irritation	-	0.8329	83.29%
Skin corrosion	-	0.9547	95.47%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4373	43.73%
Micronuclear	+	0.5007	50.07%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8554	85.54%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.9596	95.96%
Acute Oral Toxicity (c)	III	0.7481	74.81%
Estrogen receptor binding	+	0.7913	79.13%
Androgen receptor binding	-	0.5219	52.19%
Thyroid receptor binding	+	0.6087	60.87%
Glucocorticoid receptor binding	+	0.6066	60.66%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7077	70.77%
Honey bee toxicity	-	0.6931	69.31%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5055	50.55%
Fish aquatic toxicity	+	0.9347	93.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.86%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.67%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.97%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.98%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.83%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.61%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	92.91%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.47%	99.17%
CHEMBL2581	P07339	Cathepsin D	89.32%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.05%	95.56%
CHEMBL3194	P02766	Transthyretin	88.82%	90.71%
CHEMBL4208	P20618	Proteasome component C5	86.77%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.42%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.23%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	84.12%	95.93%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.44%	97.36%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	80.46%	83.00%

Plants that contains it

• Callicarpa macrophylla

Cross-Links

• PubChem: 101849132
• NPASS: NPC242071