Trehangelin A

Details

• Internal ID: 84b7fcfa-1d7c-4503-97a5-7dd9561e6a23
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: [(2R,3R,4S,5R,6R)-2-[(2R,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(Z)-2-methylbut-2-enoyl]oxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl] (Z)-2-methylbut-2-enoate
• InChI: InChI=1S/C22H34O13/c1-5-9(3)19(29)33-17-13(25)11(7-23)31-21(15(17)27)35-22-16(28)18(14(26)12(8-24)32-22)34-20(30)10(4)6-2/h5-6,11-18,21-28H,7-8H2,1-4H3/b9-5-,10-6-/t11-,12-,13-,14-,15-,16-,17+,18+,21-,22-/m1/s1
• InChI Key: GOCSEFUZLXEMPL-GJTGNFPESA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₁₃
• Molecular Weight: 506.50 g/mol
• Exact Mass: 506.19994113 g/mol
• Topological Polar Surface Area (TPSA): 202.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -2.36
• H-Bond Acceptor: 13
• 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	-	0.5206	52.06%
Caco-2	-	0.8120	81.20%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7745	77.45%
OATP2B1 inhibitior	-	0.8622	86.22%
OATP1B1 inhibitior	+	0.8588	85.88%
OATP1B3 inhibitior	+	0.9143	91.43%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6688	66.88%
P-glycoprotein inhibitior	-	0.5185	51.85%
P-glycoprotein substrate	-	0.9556	95.56%
CYP3A4 substrate	+	0.5162	51.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8882	88.82%
CYP3A4 inhibition	-	0.9227	92.27%
CYP2C9 inhibition	-	0.9090	90.90%
CYP2C19 inhibition	-	0.8919	89.19%
CYP2D6 inhibition	-	0.9277	92.77%
CYP1A2 inhibition	-	0.9383	93.83%
CYP2C8 inhibition	-	0.9610	96.10%
CYP inhibitory promiscuity	-	0.8081	80.81%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9328	93.28%
Carcinogenicity (trinary)	Non-required	0.6313	63.13%
Eye corrosion	-	0.9850	98.50%
Eye irritation	-	0.9178	91.78%
Skin irritation	-	0.8010	80.10%
Skin corrosion	-	0.9566	95.66%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6594	65.94%
Micronuclear	-	0.6241	62.41%
Hepatotoxicity	-	0.6591	65.91%
skin sensitisation	-	0.8444	84.44%
Respiratory toxicity	-	0.7889	78.89%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.5975	59.75%
Acute Oral Toxicity (c)	III	0.6141	61.41%
Estrogen receptor binding	+	0.6699	66.99%
Androgen receptor binding	-	0.5815	58.15%
Thyroid receptor binding	+	0.5164	51.64%
Glucocorticoid receptor binding	-	0.5857	58.57%
Aromatase binding	-	0.4858	48.58%
PPAR gamma	+	0.5712	57.12%
Honey bee toxicity	-	0.7218	72.18%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.8055	80.55%
Fish aquatic toxicity	-	0.4496	44.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.54%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.93%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	87.24%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.42%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.27%	99.17%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.29%	89.34%
CHEMBL2581	P07339	Cathepsin D	82.74%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	82.55%	92.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.39%	86.92%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.37%	91.24%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.98%	96.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.43%	94.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 71734189
• LOTUS: LTS0040797
• wikiData: Q105013707