Dokdolipid A

Details

• Internal ID: a71f33a2-8b00-4faa-8cd2-24d2a4a11aec
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Rhamnolipids
• IUPAC Name: (3R,17R)-17-hydroxy-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoctadecanoic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC(CCCCCCCCCCCCCC(C)O)CC(=O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H](CCCCCCCCCCCCC[C@@H](C)O)CC(=O)O)O)O)O
• InChI: InChI=1S/C24H46O8/c1-17(25)14-12-10-8-6-4-3-5-7-9-11-13-15-19(16-20(26)27)32-24-23(30)22(29)21(28)18(2)31-24/h17-19,21-25,28-30H,3-16H2,1-2H3,(H,26,27)/t17-,18+,19-,21+,22-,23-,24+/m1/s1
• InChI Key: HBVOFRPVBQZAOZ-YCMGUTOWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₄₆O₈
• Molecular Weight: 462.60 g/mol
• Exact Mass: 462.31926842 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.13
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6306	63.06%
Caco-2	-	0.7723	77.23%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8279	82.79%
OATP2B1 inhibitior	+	0.5688	56.88%
OATP1B1 inhibitior	+	0.9322	93.22%
OATP1B3 inhibitior	+	0.9158	91.58%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8028	80.28%
P-glycoprotein inhibitior	-	0.5519	55.19%
P-glycoprotein substrate	-	0.7815	78.15%
CYP3A4 substrate	+	0.5782	57.82%
CYP2C9 substrate	-	0.8067	80.67%
CYP2D6 substrate	-	0.8905	89.05%
CYP3A4 inhibition	-	0.7981	79.81%
CYP2C9 inhibition	-	0.9126	91.26%
CYP2C19 inhibition	-	0.8351	83.51%
CYP2D6 inhibition	-	0.9279	92.79%
CYP1A2 inhibition	-	0.9093	90.93%
CYP2C8 inhibition	-	0.9254	92.54%
CYP inhibitory promiscuity	-	0.9781	97.81%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7825	78.25%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.8768	87.68%
Skin irritation	-	0.6608	66.08%
Skin corrosion	-	0.9333	93.33%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4085	40.85%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.6867	68.67%
skin sensitisation	-	0.8390	83.90%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6658	66.58%
Acute Oral Toxicity (c)	III	0.5576	55.76%
Estrogen receptor binding	+	0.5702	57.02%
Androgen receptor binding	-	0.7355	73.55%
Thyroid receptor binding	-	0.5901	59.01%
Glucocorticoid receptor binding	-	0.6148	61.48%
Aromatase binding	-	0.5859	58.59%
PPAR gamma	+	0.5467	54.67%
Honey bee toxicity	-	0.8902	89.02%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.8300	83.00%

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	97.26%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.75%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.81%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.47%	91.11%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.46%	95.89%
CHEMBL3776	Q14790	Caspase-8	90.00%	97.06%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.91%	96.47%
CHEMBL3401	O75469	Pregnane X receptor	86.89%	94.73%
CHEMBL2179	P04062	Beta-glucocerebrosidase	85.28%	85.31%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.00%	96.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.61%	93.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.96%	90.71%
CHEMBL5255	O00206	Toll-like receptor 4	82.43%	92.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682923
• LOTUS: LTS0200983
• wikiData: Q105025513