[8-[6-Hydroxy-7-methyl-1-[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] 6-hydroxy-7-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate

Details

• Internal ID: 70173e6c-837f-4dfc-9719-45460bda895d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: [8-[6-hydroxy-7-methyl-1-[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] 6-hydroxy-7-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate
• SMILES (Canonical): CC1C(CC2C1C(OC=C2C(=O)OCCC(C)CCCC(C)COC(=O)C3=COC(C4C3CC(C4C)O)OC5C(C(C(C(O5)CO)O)O)O)OC6C(C(C(C(O6)CO)O)O)O)O
• SMILES (Isomeric): CC1C(CC2C1C(OC=C2C(=O)OCCC(C)CCCC(C)COC(=O)C3=COC(C4C3CC(C4C)O)OC5C(C(C(C(O5)CO)O)O)O)OC6C(C(C(C(O6)CO)O)O)O)O
• InChI: InChI=1S/C42H66O20/c1-17(8-9-55-37(53)23-15-57-39(29-19(3)25(45)10-21(23)29)61-41-35(51)33(49)31(47)27(12-43)59-41)6-5-7-18(2)14-56-38(54)24-16-58-40(30-20(4)26(46)11-22(24)30)62-42-36(52)34(50)32(48)28(13-44)60-42/h15-22,25-36,39-52H,5-14H2,1-4H3
• InChI Key: VZQCFXUMFURPPF-UHFFFAOYSA-N
• Popularity: 0 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: 0.40
• Atomic LogP (AlogP): -1.71
• 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	+	0.6321	63.21%
Caco-2	-	0.8665	86.65%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7975	79.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.3943	39.43%
OATP1B3 inhibitior	+	0.9127	91.27%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8070	80.70%
P-glycoprotein inhibitior	+	0.7378	73.78%
P-glycoprotein substrate	-	0.5183	51.83%
CYP3A4 substrate	+	0.6712	67.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8671	86.71%
CYP3A4 inhibition	-	0.7917	79.17%
CYP2C9 inhibition	-	0.9256	92.56%
CYP2C19 inhibition	-	0.9119	91.19%
CYP2D6 inhibition	-	0.9357	93.57%
CYP1A2 inhibition	-	0.8452	84.52%
CYP2C8 inhibition	-	0.6573	65.73%
CYP inhibitory promiscuity	-	0.9652	96.52%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7038	70.38%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9051	90.51%
Skin irritation	-	0.5908	59.08%
Skin corrosion	-	0.9528	95.28%
Ames mutagenesis	-	0.6278	62.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7624	76.24%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.9299	92.99%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8441	84.41%
Acute Oral Toxicity (c)	III	0.4790	47.90%
Estrogen receptor binding	+	0.8040	80.40%
Androgen receptor binding	+	0.7084	70.84%
Thyroid receptor binding	-	0.4896	48.96%
Glucocorticoid receptor binding	+	0.7479	74.79%
Aromatase binding	+	0.6569	65.69%
PPAR gamma	+	0.7464	74.64%
Honey bee toxicity	-	0.8290	82.90%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	+	0.9455	94.55%

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	98.73%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.90%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.10%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	94.75%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.23%	97.09%
CHEMBL2581	P07339	Cathepsin D	91.39%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.22%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.19%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.71%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.74%	96.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.02%	96.61%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.91%	86.92%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.25%	94.00%

Plants that contains it

• Premna odorata

Cross-Links

• PubChem: 163038493
• LOTUS: LTS0122157
• wikiData: Q105299930