[(2S,3S,4S,5R,6R)-5-acetyloxy-3,4-dihydroxy-6-[(4R,6E,10R)-10-hydroxy-2,6,10-trimethyldodeca-2,6,11-trien-4-yl]oxyoxan-2-yl]methyl acetate

Details

• Internal ID: 8c6bcfd2-d77e-49d1-aa9f-4c35c36c6567
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: [(2S,3S,4S,5R,6R)-5-acetyloxy-3,4-dihydroxy-6-[(4R,6E,10R)-10-hydroxy-2,6,10-trimethyldodeca-2,6,11-trien-4-yl]oxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC(=CC(CC(=CCCC(C)(C=C)O)C)OC1C(C(C(C(O1)COC(=O)C)O)O)OC(=O)C)C
• SMILES (Isomeric): CC(=C[C@@H](C/C(=C/CC[C@](C)(C=C)O)/C)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](O1)COC(=O)C)O)O)OC(=O)C)C
• InChI: InChI=1S/C25H40O9/c1-8-25(7,30)11-9-10-16(4)13-19(12-15(2)3)33-24-23(32-18(6)27)22(29)21(28)20(34-24)14-31-17(5)26/h8,10,12,19-24,28-30H,1,9,11,13-14H2,2-7H3/b16-10+/t19-,20-,21+,22-,23+,24+,25-/m0/s1
• InChI Key: AJDDTHHUOKHMSJ-KTZDBKJGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₀O₉
• Molecular Weight: 484.60 g/mol
• Exact Mass: 484.26723285 g/mol
• Topological Polar Surface Area (TPSA): 132.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.33
• H-Bond Acceptor: 9
• H-Bond Donor: 3
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8154	81.54%
Caco-2	-	0.7235	72.35%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.9087	90.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8517	85.17%
OATP1B3 inhibitior	+	0.8880	88.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6068	60.68%
BSEP inhibitior	+	0.8756	87.56%
P-glycoprotein inhibitior	+	0.6176	61.76%
P-glycoprotein substrate	-	0.7498	74.98%
CYP3A4 substrate	+	0.6740	67.40%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8945	89.45%
CYP3A4 inhibition	-	0.6478	64.78%
CYP2C9 inhibition	-	0.7282	72.82%
CYP2C19 inhibition	-	0.7451	74.51%
CYP2D6 inhibition	-	0.9405	94.05%
CYP1A2 inhibition	-	0.7461	74.61%
CYP2C8 inhibition	+	0.5310	53.10%
CYP inhibitory promiscuity	-	0.9735	97.35%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6976	69.76%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9292	92.92%
Skin irritation	-	0.6019	60.19%
Skin corrosion	-	0.9525	95.25%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6904	69.04%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.6496	64.96%
skin sensitisation	-	0.8085	80.85%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6329	63.29%
Acute Oral Toxicity (c)	III	0.6132	61.32%
Estrogen receptor binding	+	0.6987	69.87%
Androgen receptor binding	-	0.5733	57.33%
Thyroid receptor binding	+	0.5309	53.09%
Glucocorticoid receptor binding	+	0.6758	67.58%
Aromatase binding	+	0.5442	54.42%
PPAR gamma	+	0.5950	59.50%
Honey bee toxicity	-	0.6527	65.27%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9855	98.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	96.33%	97.21%
CHEMBL3401	O75469	Pregnane X receptor	95.45%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.05%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	92.94%	96.95%
CHEMBL2581	P07339	Cathepsin D	92.85%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.74%	99.17%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	90.47%	90.93%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.45%	96.47%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.04%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.14%	91.11%
CHEMBL3437	Q16853	Amine oxidase, copper containing	84.73%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.94%	89.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	83.89%	85.31%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	83.53%	82.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.40%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	83.18%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.31%	94.33%
CHEMBL5255	O00206	Toll-like receptor 4	82.07%	92.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.85%	97.36%

Plants that contains it

• Geigeria ornativa

Cross-Links

• PubChem: 163045853
• LOTUS: LTS0183206
• wikiData: Q104913095