[4,5-dihydroxy-6-[[4-hydroxy-4-(hydroxymethyl)-5-methyl-2-oxo-3a,5,6,6a-tetrahydro-3H-cyclopenta[b]furan-3-yl]methoxy]-2-(hydroxymethyl)oxan-3-yl] 3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: 03e6522d-445b-4bc0-ba19-8fbb542fec49
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: [4,5-dihydroxy-6-[[4-hydroxy-4-(hydroxymethyl)-5-methyl-2-oxo-3a,5,6,6a-tetrahydro-3H-cyclopenta[b]furan-3-yl]methoxy]-2-(hydroxymethyl)oxan-3-yl] 3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1CC2C(C1(CO)O)C(C(=O)O2)COC3C(C(C(C(O3)CO)OC(=O)C=CC4=CC=C(C=C4)O)O)O
• SMILES (Isomeric): CC1CC2C(C1(CO)O)C(C(=O)O2)COC3C(C(C(C(O3)CO)OC(=O)C=CC4=CC=C(C=C4)O)O)O
• InChI: InChI=1S/C25H32O12/c1-12-8-16-19(25(12,33)11-27)15(23(32)35-16)10-34-24-21(31)20(30)22(17(9-26)36-24)37-18(29)7-4-13-2-5-14(28)6-3-13/h2-7,12,15-17,19-22,24,26-28,30-31,33H,8-11H2,1H3
• InChI Key: PRCZUWUTPHKKKP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₂O₁₂
• Molecular Weight: 524.50 g/mol
• Exact Mass: 524.18937645 g/mol
• Topological Polar Surface Area (TPSA): 192.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -1.31
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9118	91.18%
Caco-2	-	0.8992	89.92%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7844	78.44%
OATP2B1 inhibitior	-	0.8542	85.42%
OATP1B1 inhibitior	+	0.8707	87.07%
OATP1B3 inhibitior	+	0.9442	94.42%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8390	83.90%
P-glycoprotein inhibitior	-	0.6471	64.71%
P-glycoprotein substrate	-	0.5224	52.24%
CYP3A4 substrate	+	0.6850	68.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8878	88.78%
CYP3A4 inhibition	-	0.8342	83.42%
CYP2C9 inhibition	-	0.9146	91.46%
CYP2C19 inhibition	-	0.8124	81.24%
CYP2D6 inhibition	-	0.9161	91.61%
CYP1A2 inhibition	-	0.8651	86.51%
CYP2C8 inhibition	+	0.5862	58.62%
CYP inhibitory promiscuity	-	0.9218	92.18%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4979	49.79%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9440	94.40%
Skin irritation	-	0.7320	73.20%
Skin corrosion	-	0.9457	94.57%
Ames mutagenesis	-	0.6428	64.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.5363	53.63%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.6657	66.57%
skin sensitisation	-	0.8690	86.90%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.4726	47.26%
Acute Oral Toxicity (c)	I	0.4099	40.99%
Estrogen receptor binding	+	0.7618	76.18%
Androgen receptor binding	+	0.6142	61.42%
Thyroid receptor binding	-	0.5255	52.55%
Glucocorticoid receptor binding	+	0.5806	58.06%
Aromatase binding	+	0.6775	67.75%
PPAR gamma	+	0.6503	65.03%
Honey bee toxicity	-	0.7153	71.53%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9868	98.68%

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	98.69%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.76%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.28%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.74%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.14%	89.00%
CHEMBL2996	Q05655	Protein kinase C delta	93.28%	97.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.41%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.58%	85.14%
CHEMBL5255	O00206	Toll-like receptor 4	86.64%	92.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.57%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.38%	94.45%
CHEMBL2581	P07339	Cathepsin D	84.01%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.31%	94.80%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.98%	91.71%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.96%	93.10%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.22%	85.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.89%	100.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.75%	86.92%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.03%	96.95%

Plants that contains it

• Verbena brasiliensis

Cross-Links

• PubChem: 162874894
• LOTUS: LTS0238645
• wikiData: Q105213618