Hydramacroside B

Details

• Internal ID: e810f129-f18e-4204-8a97-7f0ae1d0195b
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: (4S)-1-[(4aS,5R,6S)-5-ethenyl-1-oxo-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl]-4-hydroxy-8-(4-hydroxyphenyl)octane-2,6-dione
• SMILES (Canonical): C=CC1C2CC(OC(=O)C2=COC1OC3C(C(C(C(O3)CO)O)O)O)CC(=O)CC(CC(=O)CCC4=CC=C(C=C4)O)O
• SMILES (Isomeric): C=C[C@@H]1[C@@H]2CC(OC(=O)C2=CO[C@H]1O[C@H]3[C@@H]([C@@H]([C@@H]([C@H](O3)CO)O)O)O)CC(=O)C[C@H](CC(=O)CCC4=CC=C(C=C4)O)O
• InChI: InChI=1S/C30H38O13/c1-2-21-22-12-20(11-19(35)10-18(34)9-17(33)8-5-15-3-6-16(32)7-4-15)41-28(39)23(22)14-40-29(21)43-30-27(38)26(37)25(36)24(13-31)42-30/h2-4,6-7,14,18,20-22,24-27,29-32,34,36-38H,1,5,8-13H2/t18-,20?,21+,22-,24+,25+,26+,27+,29-,30-/m0/s1
• InChI Key: NRVMYJKCFMJRML-LACQVYASSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₈O₁₃
• Molecular Weight: 606.60 g/mol
• Exact Mass: 606.23124126 g/mol
• Topological Polar Surface Area (TPSA): 210.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -0.22
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 13

Synonyms

• 161161-67-7
• RefChem:146982
• (4S)-1-[(4aS,5R,6S)-5-ethenyl-1-oxo-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl]-4-hydroxy-8-(4-hydroxyphenyl)octane-2,6-dione
• SCHEMBL29425937
• DTXSID80936459
• (4aS,5R,6S)-5-Ethenyl-3-[(4S)-4-hydroxy-8-(4-hydroxyphenyl)-2,6-dioxooctyl]-1-oxo-4,4a,5,6-tetrahydro-1H,3H-pyrano[3,4-c]pyran-6-yl beta-D-allopyranoside
• 5-Ethenyl-3-[4-hydroxy-8-(4-hydroxyphenyl)-2,6-dioxooctyl]-1-oxo-4,4a,5,6-tetrahydro-1H,3H-pyrano[3,4-c]pyran-6-yl hexopyranoside

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6333	63.33%
Caco-2	-	0.8943	89.43%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.9000	90.00%
Subcellular localzation	Mitochondria	0.7494	74.94%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.7918	79.18%
OATP1B3 inhibitior	+	0.9307	93.07%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.4502	45.02%
P-glycoprotein inhibitior	+	0.6237	62.37%
P-glycoprotein substrate	+	0.5335	53.35%
CYP3A4 substrate	+	0.6858	68.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8676	86.76%
CYP3A4 inhibition	-	0.6732	67.32%
CYP2C9 inhibition	-	0.8657	86.57%
CYP2C19 inhibition	-	0.7386	73.86%
CYP2D6 inhibition	-	0.8327	83.27%
CYP1A2 inhibition	-	0.7373	73.73%
CYP2C8 inhibition	+	0.7616	76.16%
CYP inhibitory promiscuity	-	0.9268	92.68%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6880	68.80%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.9119	91.19%
Skin irritation	-	0.7588	75.88%
Skin corrosion	-	0.9507	95.07%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5306	53.06%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.8210	82.10%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6724	67.24%
Acute Oral Toxicity (c)	III	0.5125	51.25%
Estrogen receptor binding	+	0.7930	79.30%
Androgen receptor binding	+	0.6717	67.17%
Thyroid receptor binding	-	0.5675	56.75%
Glucocorticoid receptor binding	+	0.6033	60.33%
Aromatase binding	+	0.5811	58.11%
PPAR gamma	+	0.6219	62.19%
Honey bee toxicity	-	0.6158	61.58%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9638	96.38%

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	98.17%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.58%	98.95%
CHEMBL220	P22303	Acetylcholinesterase	96.51%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.96%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	94.71%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.54%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.84%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.89%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.65%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.62%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.19%	97.25%
CHEMBL3437	Q16853	Amine oxidase, copper containing	86.01%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.70%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.30%	95.89%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.07%	94.62%
CHEMBL3401	O75469	Pregnane X receptor	83.90%	94.73%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	83.64%	85.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.67%	95.89%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	80.23%	96.37%
CHEMBL4208	P20618	Proteasome component C5	80.10%	90.00%

Plants that contains it

• Hydrangea macrophylla

Cross-Links

• PubChem: 197693
• LOTUS: LTS0089315
• wikiData: Q82912658