[(2R,3S,4R,5R,6S)-4-[(2S,3R,4S,5S,6R)-3,5-dihydroxy-6-methyl-4-[(Z)-2-methylbut-2-enoyl]oxyoxan-2-yl]oxy-5-hydroxy-6-(2-hydroxy-3-methyl-6-propan-2-ylphenoxy)-2-methyloxan-3-yl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: 3aa8ef07-2f73-4e29-97a0-00e49efc3398
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: [(2R,3S,4R,5R,6S)-4-[(2S,3R,4S,5S,6R)-3,5-dihydroxy-6-methyl-4-[(Z)-2-methylbut-2-enoyl]oxyoxan-2-yl]oxy-5-hydroxy-6-(2-hydroxy-3-methyl-6-propan-2-ylphenoxy)-2-methyloxan-3-yl] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(OC(C(C1OC2C(C(C(C(O2)C)O)OC(=O)C(=CC)C)O)O)OC3=C(C=CC(=C3O)C)C(C)C)C
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@H]1[C@H](O[C@H]([C@@H]([C@H]1O[C@H]2[C@@H]([C@H]([C@H]([C@H](O2)C)O)OC(=O)/C(=C\C)/C)O)O)OC3=C(C=CC(=C3O)C)C(C)C)C
• InChI: InChI=1S/C32H46O12/c1-10-15(5)29(37)41-25-19(9)40-32(43-26-20(14(3)4)13-12-17(7)21(26)33)24(36)28(25)44-31-23(35)27(22(34)18(8)39-31)42-30(38)16(6)11-2/h10-14,18-19,22-25,27-28,31-36H,1-9H3/b15-10-,16-11-/t18-,19-,22+,23-,24-,25+,27+,28-,31+,32+/m1/s1
• InChI Key: PBHZEXVFACTVIQ-AAUVCIKWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₆O₁₂
• Molecular Weight: 622.70 g/mol
• Exact Mass: 622.29892690 g/mol
• Topological Polar Surface Area (TPSA): 170.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 2.92
• H-Bond Acceptor: 12
• H-Bond Donor: 4
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8864	88.64%
Caco-2	-	0.8186	81.86%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6879	68.79%
OATP2B1 inhibitior	-	0.5692	56.92%
OATP1B1 inhibitior	+	0.8439	84.39%
OATP1B3 inhibitior	+	0.8674	86.74%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7229	72.29%
P-glycoprotein inhibitior	+	0.6291	62.91%
P-glycoprotein substrate	-	0.6063	60.63%
CYP3A4 substrate	+	0.6314	63.14%
CYP2C9 substrate	-	0.8015	80.15%
CYP2D6 substrate	-	0.8799	87.99%
CYP3A4 inhibition	-	0.7232	72.32%
CYP2C9 inhibition	+	0.6311	63.11%
CYP2C19 inhibition	+	0.6727	67.27%
CYP2D6 inhibition	-	0.8553	85.53%
CYP1A2 inhibition	-	0.7840	78.40%
CYP2C8 inhibition	-	0.6436	64.36%
CYP inhibitory promiscuity	+	0.6812	68.12%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8956	89.56%
Carcinogenicity (trinary)	Danger	0.5245	52.45%
Eye corrosion	-	0.9836	98.36%
Eye irritation	-	0.9107	91.07%
Skin irritation	-	0.7121	71.21%
Skin corrosion	-	0.9434	94.34%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5595	55.95%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	-	0.5322	53.22%
skin sensitisation	-	0.7235	72.35%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7737	77.37%
Acute Oral Toxicity (c)	III	0.6555	65.55%
Estrogen receptor binding	+	0.7804	78.04%
Androgen receptor binding	-	0.4918	49.18%
Thyroid receptor binding	+	0.6043	60.43%
Glucocorticoid receptor binding	+	0.7254	72.54%
Aromatase binding	+	0.5875	58.75%
PPAR gamma	+	0.6386	63.86%
Honey bee toxicity	-	0.7441	74.41%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9807	98.07%

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	98.94%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.41%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	94.75%	94.73%
CHEMBL2581	P07339	Cathepsin D	94.60%	98.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.50%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.03%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.31%	96.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	89.86%	95.64%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.04%	99.15%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.38%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.36%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.99%	94.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.62%	97.21%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.61%	93.65%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.18%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.94%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.66%	99.23%

Plants that contains it

• Melampodium divaricatum

Cross-Links

• PubChem: 100938429
• LOTUS: LTS0018926
• wikiData: Q105205203