methyl 4'-[hydroxy-(4-hydroxy-3-methoxyphenyl)methyl]-5'-oxo-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[4a,7a-dihydro-1H-cyclopenta[c]pyran-7,2'-furan]-4-carboxylate

Details

• Internal ID: ea939d54-576f-406d-9f92-8c3520b534e1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: methyl 4'-[hydroxy-(4-hydroxy-3-methoxyphenyl)methyl]-5'-oxo-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[4a,7a-dihydro-1H-cyclopenta[c]pyran-7,2'-furan]-4-carboxylate
• InChI: InChI=1S/C27H30O14/c1-36-16-7-11(3-4-15(16)29)19(30)13-8-27(41-24(13)35)6-5-12-14(23(34)37-2)10-38-25(18(12)27)40-26-22(33)21(32)20(31)17(9-28)39-26/h3-8,10,12,17-22,25-26,28-33H,9H2,1-2H3
• InChI Key: SERITHPGXJNZPQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₄
• Molecular Weight: 578.50 g/mol
• Exact Mass: 578.16355563 g/mol
• Topological Polar Surface Area (TPSA): 211.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -1.31
• H-Bond Acceptor: 14
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7698	76.98%
Caco-2	-	0.9062	90.62%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6499	64.99%
OATP2B1 inhibitior	-	0.7112	71.12%
OATP1B1 inhibitior	+	0.7780	77.80%
OATP1B3 inhibitior	+	0.9548	95.48%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7214	72.14%
P-glycoprotein inhibitior	-	0.4487	44.87%
P-glycoprotein substrate	+	0.5599	55.99%
CYP3A4 substrate	+	0.6827	68.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8540	85.40%
CYP3A4 inhibition	-	0.7935	79.35%
CYP2C9 inhibition	-	0.7288	72.88%
CYP2C19 inhibition	-	0.7128	71.28%
CYP2D6 inhibition	-	0.8916	89.16%
CYP1A2 inhibition	-	0.8234	82.34%
CYP2C8 inhibition	+	0.6953	69.53%
CYP inhibitory promiscuity	-	0.5685	56.85%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5850	58.50%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9208	92.08%
Skin irritation	-	0.7702	77.02%
Skin corrosion	-	0.9379	93.79%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4217	42.17%
Micronuclear	+	0.5833	58.33%
Hepatotoxicity	-	0.6280	62.80%
skin sensitisation	-	0.7908	79.08%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.5558	55.58%
Acute Oral Toxicity (c)	III	0.4882	48.82%
Estrogen receptor binding	+	0.7958	79.58%
Androgen receptor binding	+	0.6493	64.93%
Thyroid receptor binding	+	0.5802	58.02%
Glucocorticoid receptor binding	+	0.6929	69.29%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6739	67.39%
Honey bee toxicity	-	0.7615	76.15%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.8908	89.08%

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	99.65%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.56%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.72%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.02%	98.95%
CHEMBL4208	P20618	Proteasome component C5	94.09%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.75%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.60%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.14%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.04%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.00%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.81%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	87.52%	94.73%
CHEMBL2535	P11166	Glucose transporter	85.95%	98.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.61%	99.15%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.49%	92.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.16%	94.00%
CHEMBL220	P22303	Acetylcholinesterase	82.77%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.75%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.94%	97.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.03%	91.07%

Plants that contains it

• Morinda morindoides

Cross-Links

• PubChem: 73812730
• LOTUS: LTS0148006
• wikiData: Q105251447