11-[3-[3-[5-[3,5-Dihydroxy-6-methyl-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxy-3-hydroxyhexadecanoic acid

Details

• Internal ID: 100cc093-4f84-4fc1-a8b7-67464210854c
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Sophorolipids
• IUPAC Name: 11-[3-[3-[5-[3,5-dihydroxy-6-methyl-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxy-3-hydroxyhexadecanoic acid
• SMILES (Canonical): CCCCCC(CCCCCCCC(CC(=O)O)O)OC1C(C(C(C(O1)COC2C(C(C(C(O2)C)O)O)O)O)O)OC3C(C(C(C(O3)CO)O)O)OC4C(C(C(C(O4)C)OC5C(C(C(C(O5)C)O)OC6C(C(C(C(O6)C)O)O)O)O)O)O
• SMILES (Isomeric): CCCCCC(CCCCCCCC(CC(=O)O)O)OC1C(C(C(C(O1)COC2C(C(C(C(O2)C)O)O)O)O)O)OC3C(C(C(C(O3)CO)O)O)OC4C(C(C(C(O4)C)OC5C(C(C(C(O5)C)O)OC6C(C(C(C(O6)C)O)O)O)O)O)O
• InChI: InChI=1S/C52H92O30/c1-6-7-11-15-25(16-13-10-8-9-12-14-24(54)17-28(55)56)76-51-45(37(65)33(61)27(78-51)19-71-47-39(67)34(62)29(57)20(2)72-47)82-52-46(36(64)32(60)26(18-53)77-52)81-49-41(69)38(66)43(23(5)75-49)79-50-42(70)44(31(59)22(4)74-50)80-48-40(68)35(63)30(58)21(3)73-48/h20-27,29-54,57-70H,6-19H2,1-5H3,(H,55,56)
• InChI Key: QLJIHHXXMBQESJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₉₂O₃₀
• Molecular Weight: 1197.30 g/mol
• Exact Mass: 1196.56734151 g/mol
• Topological Polar Surface Area (TPSA): 472.00 Ų
• XlogP: -4.20
• Atomic LogP (AlogP): -5.45
• H-Bond Acceptor: 29
• H-Bond Donor: 17
• Rotatable Bonds: 28

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6790	67.90%
Caco-2	-	0.8706	87.06%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7992	79.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8622	86.22%
OATP1B3 inhibitior	+	0.8516	85.16%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8114	81.14%
P-glycoprotein inhibitior	+	0.7391	73.91%
P-glycoprotein substrate	+	0.5372	53.72%
CYP3A4 substrate	+	0.6739	67.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8894	88.94%
CYP3A4 inhibition	-	0.7143	71.43%
CYP2C9 inhibition	-	0.9085	90.85%
CYP2C19 inhibition	-	0.8649	86.49%
CYP2D6 inhibition	-	0.9347	93.47%
CYP1A2 inhibition	-	0.9124	91.24%
CYP2C8 inhibition	-	0.5866	58.66%
CYP inhibitory promiscuity	-	0.9684	96.84%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7418	74.18%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.9005	90.05%
Skin irritation	-	0.7871	78.71%
Skin corrosion	-	0.9669	96.69%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7862	78.62%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6573	65.73%
skin sensitisation	-	0.9359	93.59%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.6778	67.78%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.7330	73.30%
Acute Oral Toxicity (c)	III	0.5965	59.65%
Estrogen receptor binding	+	0.8461	84.61%
Androgen receptor binding	+	0.5677	56.77%
Thyroid receptor binding	+	0.5350	53.50%
Glucocorticoid receptor binding	+	0.6907	69.07%
Aromatase binding	+	0.6482	64.82%
PPAR gamma	+	0.7623	76.23%
Honey bee toxicity	-	0.7777	77.77%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5141	51.41%
Fish aquatic toxicity	+	0.8126	81.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.57%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.90%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.72%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.15%	91.11%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	93.96%	97.29%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.09%	93.56%
CHEMBL5255	O00206	Toll-like receptor 4	92.05%	92.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.50%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.18%	86.33%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	88.91%	92.08%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	88.83%	100.00%
CHEMBL3776	Q14790	Caspase-8	88.64%	97.06%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	88.11%	92.86%
CHEMBL3401	O75469	Pregnane X receptor	87.43%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.18%	96.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.19%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.60%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.75%	95.50%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.97%	83.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.94%	97.25%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.86%	96.47%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.37%	94.33%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	81.30%	92.32%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.91%	89.00%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	80.84%	97.86%

Plants that contains it

• Ipomoea nil

Cross-Links

• PubChem: 73814625
• LOTUS: LTS0110774
• wikiData: Q105223620