[4-Formyl-4a-hydroxy-7-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-7-yl] 8-hydroxy-2,6-dimethylocta-2,6-dienoate

Details

• Internal ID: db6ca648-26e3-477f-ad08-2087920899c9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: [4-formyl-4a-hydroxy-7-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-7-yl] 8-hydroxy-2,6-dimethylocta-2,6-dienoate
• InChI: InChI=1S/C26H38O12/c1-14(7-10-27)5-4-6-15(2)22(33)38-25(3)8-9-26(34)16(11-28)13-35-24(21(25)26)37-23-20(32)19(31)18(30)17(12-29)36-23/h6-7,11,13,17-21,23-24,27,29-32,34H,4-5,8-10,12H2,1-3H3
• InChI Key: LWZCFDVFKHFWSL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₈O₁₂
• Molecular Weight: 542.60 g/mol
• Exact Mass: 542.23632664 g/mol
• Topological Polar Surface Area (TPSA): 192.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -0.65
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 10

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	-	0.8519	85.19%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8033	80.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7694	76.94%
OATP1B3 inhibitior	+	0.8903	89.03%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5798	57.98%
BSEP inhibitior	+	0.8342	83.42%
P-glycoprotein inhibitior	-	0.4446	44.46%
P-glycoprotein substrate	-	0.6282	62.82%
CYP3A4 substrate	+	0.7019	70.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8792	87.92%
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	+	0.5597	55.97%
CYP inhibitory promiscuity	-	0.9671	96.71%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6448	64.48%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9377	93.77%
Skin irritation	+	0.5261	52.61%
Skin corrosion	-	0.9451	94.51%
Ames mutagenesis	-	0.5670	56.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4240	42.40%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.6712	67.12%
skin sensitisation	-	0.9328	93.28%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.4632	46.32%
Acute Oral Toxicity (c)	I	0.5806	58.06%
Estrogen receptor binding	+	0.7849	78.49%
Androgen receptor binding	+	0.5973	59.73%
Thyroid receptor binding	+	0.5150	51.50%
Glucocorticoid receptor binding	+	0.6602	66.02%
Aromatase binding	+	0.7208	72.08%
PPAR gamma	+	0.6035	60.35%
Honey bee toxicity	-	0.7792	77.92%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5755	57.55%
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	97.24%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.17%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.81%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.33%	96.61%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.06%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.65%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.73%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.59%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.04%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.99%	95.56%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.95%	91.24%
CHEMBL2581	P07339	Cathepsin D	85.72%	98.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.56%	93.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.85%	97.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.33%	94.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.32%	96.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.83%	96.21%
CHEMBL3401	O75469	Pregnane X receptor	81.07%	94.73%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.87%	91.07%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.64%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.57%	92.94%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.19%	94.23%

Plants that contains it

• Rotheca microphylla

Cross-Links

• PubChem: 163001461
• LOTUS: LTS0234893
• wikiData: Q105158690