Minecoside

Details

• Internal ID: 72136892-78c1-4fa4-9bd9-55a521231f42
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: [(1S,2S,4S,5S,6R,10S)-2-(hydroxymethyl)-10-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl] (E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=C(C=C(C=C1)C=CC(=O)OC2C3C=COC(C3C4(C2O4)CO)OC5C(C(C(C(O5)CO)O)O)O)O
• SMILES (Isomeric): COC1=C(C=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@H]([C@@H]([C@H](O5)CO)O)O)O)O
• InChI: InChI=1S/C25H30O13/c1-33-14-4-2-11(8-13(14)28)3-5-16(29)36-21-12-6-7-34-23(17(12)25(10-27)22(21)38-25)37-24-20(32)19(31)18(30)15(9-26)35-24/h2-8,12,15,17-24,26-28,30-32H,9-10H2,1H3/b5-3+/t12-,15-,17-,18-,19+,20-,21+,22+,23+,24+,25-/m1/s1
• InChI Key: LRHHPZILMPIMIY-GGKKSNITSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₀O₁₃
• Molecular Weight: 538.50 g/mol
• Exact Mass: 538.16864101 g/mol
• Topological Polar Surface Area (TPSA): 197.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -1.61
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

• 51005-44-8
• CHEBI:69801
• [(1S,2S,4S,5S,6R,10S)-2-(hydroxymethyl)-10-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl] (E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoate
• MEGxp0_001246
• CHEMBL2059079
• ACon1_001327
• DTXSID801345776
• AKOS040762059
• Minecoside, >=85% (LC/MS-ELSD)
• NCGC00180624-01
• NCGC00180624-03
• BRD-K85631637-001-01-4
• Q27138142
• [(1aS,1bS,2S,5aR,6S,6aS)-1a-(hydroxymethyl)-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,5a,6,6a-tetrahydro-1bH-oxireno[5,6]cyclopenta[1,3-c]pyran-6-yl] (E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6435	64.35%
Caco-2	-	0.8947	89.47%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5653	56.53%
OATP2B1 inhibitior	-	0.8544	85.44%
OATP1B1 inhibitior	+	0.8324	83.24%
OATP1B3 inhibitior	+	0.9676	96.76%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6477	64.77%
P-glycoprotein inhibitior	-	0.6176	61.76%
P-glycoprotein substrate	-	0.5335	53.35%
CYP3A4 substrate	+	0.6833	68.33%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8609	86.09%
CYP3A4 inhibition	-	0.8901	89.01%
CYP2C9 inhibition	-	0.8604	86.04%
CYP2C19 inhibition	-	0.7030	70.30%
CYP2D6 inhibition	-	0.8722	87.22%
CYP1A2 inhibition	-	0.8509	85.09%
CYP2C8 inhibition	+	0.7015	70.15%
CYP inhibitory promiscuity	-	0.7046	70.46%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5543	55.43%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.9500	95.00%
Skin irritation	-	0.7812	78.12%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7203	72.03%
Micronuclear	+	0.5433	54.33%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.7891	78.91%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8132	81.32%
Acute Oral Toxicity (c)	III	0.5594	55.94%
Estrogen receptor binding	+	0.7411	74.11%
Androgen receptor binding	-	0.5135	51.35%
Thyroid receptor binding	+	0.5455	54.55%
Glucocorticoid receptor binding	+	0.5582	55.82%
Aromatase binding	+	0.6182	61.82%
PPAR gamma	+	0.7101	71.01%
Honey bee toxicity	-	0.7496	74.96%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.6878	68.78%

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	99.43%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.47%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.70%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.83%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.78%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.26%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.31%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	90.48%	91.49%
CHEMBL3194	P02766	Transthyretin	89.64%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.54%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.97%	94.45%
CHEMBL4208	P20618	Proteasome component C5	87.39%	90.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.19%	96.21%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.24%	92.94%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.84%	86.92%
CHEMBL2581	P07339	Cathepsin D	84.25%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	83.02%	94.73%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.05%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.04%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.09%	95.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.02%	92.62%

Plants that contains it

• Catalpa bignonioides
• Kigelia africana subsp. africana
• Radermachera sinica
• Veronica alpina
• Veronica anagallis-aquatica
• Veronica filiformis
• Veronica lavaudiana
• Veronica officinalis
• Veronica pulvinaris
• Veronicastrum sibiricum

Cross-Links

• PubChem: 12002015
• NPASS: NPC89693
• LOTUS: LTS0270064
• wikiData: Q27138142