[8-[(1S,4aS,6S,7S,7aS)-6-hydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carbonyl]oxy-3,7-dimethyloctyl] (1S,4aS,7S,7aS)-7-hydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylate

Details

• Internal ID: b44d4159-2389-448c-9a7b-130cf208e622
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: [8-[(1S,4aS,6S,7S,7aS)-6-hydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carbonyl]oxy-3,7-dimethyloctyl] (1S,4aS,7S,7aS)-7-hydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylate
• InChI: InChI=1S/C42H66O20/c1-18(9-11-55-36(52)23-16-58-39(29-21(23)8-10-42(29,4)54)62-41-35(51)33(49)31(47)27(14-44)60-41)6-5-7-19(2)15-56-37(53)24-17-57-38(28-20(3)25(45)12-22(24)28)61-40-34(50)32(48)30(46)26(13-43)59-40/h16-22,25-35,38-41,43-51,54H,5-15H2,1-4H3/t18?,19?,20-,21-,22-,25+,26-,27-,28-,29-,30-,31-,32+,33+,34-,35-,38+,39+,40+,41+,42+/m1/s1
• InChI Key: JIUZSBAXPZBGBT-WNHNPGIUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₆₆O₂₀
• Molecular Weight: 891.00 g/mol
• Exact Mass: 890.41474449 g/mol
• Topological Polar Surface Area (TPSA): 310.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -1.57
• H-Bond Acceptor: 20
• H-Bond Donor: 10
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6790	67.90%
Caco-2	-	0.8679	86.79%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8033	80.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.3347	33.47%
OATP1B3 inhibitior	+	0.8903	89.03%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5798	57.98%
BSEP inhibitior	+	0.8284	82.84%
P-glycoprotein inhibitior	+	0.7423	74.23%
P-glycoprotein substrate	+	0.6035	60.35%
CYP3A4 substrate	+	0.7270	72.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8720	87.20%
CYP3A4 inhibition	-	0.8984	89.84%
CYP2C9 inhibition	-	0.9204	92.04%
CYP2C19 inhibition	-	0.9387	93.87%
CYP2D6 inhibition	-	0.9545	95.45%
CYP1A2 inhibition	-	0.9218	92.18%
CYP2C8 inhibition	+	0.5928	59.28%
CYP inhibitory promiscuity	-	0.9671	96.71%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6448	64.48%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9051	90.51%
Skin irritation	+	0.5261	52.61%
Skin corrosion	-	0.9451	94.51%
Ames mutagenesis	-	0.7148	71.48%
Human Ether-a-go-go-Related Gene inhibition	+	0.7571	75.71%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.9328	93.28%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7621	76.21%
Acute Oral Toxicity (c)	I	0.5806	58.06%
Estrogen receptor binding	+	0.8158	81.58%
Androgen receptor binding	+	0.7119	71.19%
Thyroid receptor binding	+	0.5339	53.39%
Glucocorticoid receptor binding	+	0.7567	75.67%
Aromatase binding	+	0.6758	67.58%
PPAR gamma	+	0.7743	77.43%
Honey bee toxicity	-	0.7720	77.20%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9442	94.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.14%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.28%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.92%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.33%	97.09%
CHEMBL2581	P07339	Cathepsin D	91.07%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.66%	89.00%
CHEMBL220	P22303	Acetylcholinesterase	90.05%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.10%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.49%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	87.24%	97.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.94%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	86.12%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.96%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	85.05%	92.50%
CHEMBL2243	O00519	Anandamide amidohydrolase	84.44%	97.53%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.84%	90.71%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.35%	91.24%
CHEMBL1937	Q92769	Histone deacetylase 2	82.99%	94.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.98%	99.17%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.60%	95.83%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.50%	96.90%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.32%	86.33%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.78%	94.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.52%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.52%	96.00%
CHEMBL4208	P20618	Proteasome component C5	81.04%	90.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.35%	96.21%

Plants that contains it

• Premna odorata

Cross-Links

• PubChem: 101632069
• LOTUS: LTS0184648
• wikiData: Q105129363