Aloeresin D

Details

• Internal ID: 958bb472-4d90-45f8-adba-dd7574e34076
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[2-[(2R)-2-hydroxypropyl]-7-methoxy-5-methyl-4-oxochromen-8-yl]oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1=CC(=C(C2=C1C(=O)C=C(O2)CC(C)O)C3C(C(C(C(O3)CO)O)O)OC(=O)C=CC4=CC=C(C=C4)O)OC
• SMILES (Isomeric): CC1=CC(=C(C2=C1C(=O)C=C(O2)C[C@@H](C)O)[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)OC(=O)/C=C/C4=CC=C(C=C4)O)OC
• InChI: InChI=1S/C29H32O11/c1-14-10-20(37-3)24(27-23(14)19(33)12-18(38-27)11-15(2)31)28-29(26(36)25(35)21(13-30)39-28)40-22(34)9-6-16-4-7-17(32)8-5-16/h4-10,12,15,21,25-26,28-32,35-36H,11,13H2,1-3H3/b9-6+/t15-,21-,25-,26+,28+,29-/m1/s1
• InChI Key: OUGNWRCWQLUXHX-ACWXGELRSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₂O₁₁
• Molecular Weight: 556.60 g/mol
• Exact Mass: 556.19446183 g/mol
• Topological Polar Surface Area (TPSA): 172.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.52
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

• [(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[2-[(2R)-2-hydroxypropyl]-7-methoxy-5-methyl-4-oxochromen-8-yl]oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
• ((2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(2-((2R)-2-hydroxypropyl)-7-methoxy-5-methyl-4-oxochromen-8-yl)oxan-3-yl) (E)-3-(4-hydroxyphenyl)prop-2-enoate
• RefChem:1076379
• 105317-67-7
• CHEMBL5187969
• Aloeresin D (Standard)
• orb1299148
• SCHEMBL29599589
• HY-N2215R
• HY-N2215
• BDBM50600327
• AKOS037515069
• FA74498
• DA-60941
• MS-30139
• CS-0019534

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6360	63.60%
Caco-2	-	0.8295	82.95%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.4375	43.75%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	+	0.8283	82.83%
OATP1B3 inhibitior	+	0.9498	94.98%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8999	89.99%
P-glycoprotein inhibitior	+	0.7464	74.64%
P-glycoprotein substrate	+	0.5232	52.32%
CYP3A4 substrate	+	0.6618	66.18%
CYP2C9 substrate	+	0.5961	59.61%
CYP2D6 substrate	-	0.8599	85.99%
CYP3A4 inhibition	-	0.8473	84.73%
CYP2C9 inhibition	-	0.9334	93.34%
CYP2C19 inhibition	-	0.9513	95.13%
CYP2D6 inhibition	-	0.9290	92.90%
CYP1A2 inhibition	-	0.9103	91.03%
CYP2C8 inhibition	+	0.7129	71.29%
CYP inhibitory promiscuity	-	0.9134	91.34%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6448	64.48%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9251	92.51%
Skin irritation	-	0.8307	83.07%
Skin corrosion	-	0.9521	95.21%
Ames mutagenesis	-	0.5318	53.18%
Human Ether-a-go-go-Related Gene inhibition	+	0.8477	84.77%
Micronuclear	+	0.5874	58.74%
Hepatotoxicity	-	0.6967	69.67%
skin sensitisation	-	0.9022	90.22%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.9374	93.74%
Acute Oral Toxicity (c)	III	0.5886	58.86%
Estrogen receptor binding	+	0.8085	80.85%
Androgen receptor binding	+	0.7947	79.47%
Thyroid receptor binding	+	0.5256	52.56%
Glucocorticoid receptor binding	+	0.7311	73.11%
Aromatase binding	-	0.5634	56.34%
PPAR gamma	+	0.7673	76.73%
Honey bee toxicity	-	0.7267	72.67%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9369	93.69%

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	98.72%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.00%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.32%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.22%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.94%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.67%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.80%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	91.93%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.58%	85.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.96%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.86%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.55%	94.45%
CHEMBL3194	P02766	Transthyretin	87.84%	90.71%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.50%	89.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.85%	96.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.47%	97.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.37%	91.07%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.35%	96.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.25%	93.99%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.67%	99.15%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.26%	96.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.73%	97.09%
CHEMBL4208	P20618	Proteasome component C5	81.45%	90.00%

Plants that contains it

• Aloe africana
• Aloe arborescens
• Aloe ferox
• Aloe rabaiensis
• Aloe rubroviolacea
• Aloe spicata
• Aloe vera

Cross-Links

• PubChem: 14211225
• NPASS: NPC195312
• LOTUS: LTS0130240
• wikiData: Q104390170