[7-hydroxy-7-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-5-yl] 8-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2,6-dimethyloct-2-enoate

Details

• Internal ID: 45de6778-fbcb-45ca-86fe-45abf5046290
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: [7-hydroxy-7-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-5-yl] 8-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2,6-dimethyloct-2-enoate
• InChI: InChI=1S/C30H48O15/c1-14(7-9-41-28-24(36)22(34)19(13-32)43-28)5-4-6-15(2)26(38)42-17-11-30(3,39)20-16(17)8-10-40-27(20)45-29-25(37)23(35)21(33)18(12-31)44-29/h6,8,10,14,16-25,27-29,31-37,39H,4-5,7,9,11-13H2,1-3H3
• InChI Key: YNIHZPBSIYUTGJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₁₅
• Molecular Weight: 648.70 g/mol
• Exact Mass: 648.29932082 g/mol
• Topological Polar Surface Area (TPSA): 234.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -1.82
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7742	77.42%
Caco-2	-	0.8708	87.08%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7887	78.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8443	84.43%
OATP1B3 inhibitior	+	0.9121	91.21%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.7625	76.25%
P-glycoprotein inhibitior	+	0.6301	63.01%
P-glycoprotein substrate	-	0.5449	54.49%
CYP3A4 substrate	+	0.7025	70.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8818	88.18%
CYP3A4 inhibition	-	0.9260	92.60%
CYP2C9 inhibition	-	0.9225	92.25%
CYP2C19 inhibition	-	0.9271	92.71%
CYP2D6 inhibition	-	0.9385	93.85%
CYP1A2 inhibition	-	0.9132	91.32%
CYP2C8 inhibition	-	0.5932	59.32%
CYP inhibitory promiscuity	-	0.9428	94.28%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5826	58.26%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9347	93.47%
Skin irritation	+	0.5363	53.63%
Skin corrosion	-	0.9448	94.48%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7719	77.19%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.7765	77.65%
skin sensitisation	-	0.9216	92.16%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6937	69.37%
Acute Oral Toxicity (c)	I	0.7446	74.46%
Estrogen receptor binding	+	0.7608	76.08%
Androgen receptor binding	+	0.5468	54.68%
Thyroid receptor binding	-	0.5502	55.02%
Glucocorticoid receptor binding	-	0.4804	48.04%
Aromatase binding	+	0.5592	55.92%
PPAR gamma	+	0.6492	64.92%
Honey bee toxicity	-	0.6628	66.28%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9343	93.43%

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	98.50%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.70%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	94.04%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.80%	94.45%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.52%	96.47%
CHEMBL2581	P07339	Cathepsin D	89.61%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.54%	97.25%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	88.89%	98.75%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.70%	91.24%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.03%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.89%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	85.35%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.51%	96.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.58%	94.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.47%	99.17%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.39%	96.61%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.95%	94.08%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.72%	96.21%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.57%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.24%	93.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.11%	93.56%
CHEMBL5255	O00206	Toll-like receptor 4	80.73%	92.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.53%	100.00%

Plants that contains it

• Buddleja japonica

Cross-Links

• PubChem: 162902641
• LOTUS: LTS0214543
• wikiData: Q105350948