Capsianoside L

Details

• Internal ID: fc997242-ec1a-4646-945c-54ae0c63c032
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Sophorolipids
• IUPAC Name: [(2S,3R,4R,5S,6S)-2-[(2R,3S,4R,5R,6R)-6-[(2Z,6E,10E,14S)-14-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,6,10,14-tetramethylhexadeca-2,6,10,15-tetraenoxy]-4,5-dihydroxy-2-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-3-yl]oxy-3,5-dihydroxy-6-methyloxan-4-yl] (2E,4R,6E,10Z,14S)-4-hydroxy-10-(hydroxymethyl)-2,6,14-trimethyl-14-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexadeca-2,6,10,15-tetraenoate
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OCC(=CCCC(=CCCC(=CCCC(C)(C=C)OC3C(C(C(C(O3)CO)O)O)OC4C(C(C(C(O4)CO)O)O)O)C)C)C)O)O)OC5C(C(C(C(O5)C)O)OC(=O)C(=CC(CC(=CCCC(=CCCC(C)(C=C)OC6C(C(C(C(O6)CO)O)O)O)CO)C)O)C)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC/C(=C\CC/C(=C/CC/C(=C/CC[C@@](C)(C=C)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)/C)/C)/C)O)O)O[C@H]5[C@@H]([C@@H]([C@H]([C@@H](O5)C)O)OC(=O)/C(=C/[C@@H](C/C(=C/CC/C(=C/CC[C@@](C)(C=C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)/CO)/C)O)/C)O)O)O)O
• InChI: InChI=1S/C76H124O34/c1-12-75(10,109-73-62(94)57(89)53(85)47(33-79)103-73)28-18-26-44(31-77)25-16-22-39(5)29-45(81)30-41(7)68(97)106-66-51(83)43(9)101-72(64(66)96)107-65-49(36-99-69-60(92)55(87)50(82)42(8)100-69)105-70(63(95)59(65)91)98-35-40(6)23-15-21-37(3)19-14-20-38(4)24-17-27-76(11,13-2)110-74-67(58(90)54(86)48(34-80)104-74)108-71-61(93)56(88)52(84)46(32-78)102-71/h12-13,19,22-24,26,30,42-43,45-67,69-74,77-96H,1-2,14-18,20-21,25,27-29,31-36H2,3-11H3/b37-19+,38-24+,39-22+,40-23-,41-30+,44-26-/t42-,43-,45+,46+,47+,48+,49+,50-,51-,52+,53+,54+,55+,56-,57-,58-,59+,60+,61+,62+,63+,64+,65+,66+,67+,69+,70+,71-,72-,73-,74-,75+,76+/m0/s1
• InChI Key: HVICCZDYLXXFEY-IKQRWIGMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇₆H₁₂₄O₃₄
• Molecular Weight: 1581.80 g/mol
• Exact Mass: 1580.7974010 g/mol
• Topological Polar Surface Area (TPSA): 542.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -2.29
• H-Bond Acceptor: 34
• H-Bond Donor: 20
• Rotatable Bonds: 40

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5811	58.11%
Caco-2	-	0.8593	85.93%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8292	82.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8388	83.88%
OATP1B3 inhibitior	+	0.7907	79.07%
MATE1 inhibitior	-	0.8612	86.12%
OCT2 inhibitior	-	0.6776	67.76%
BSEP inhibitior	+	0.9550	95.50%
P-glycoprotein inhibitior	+	0.7426	74.26%
P-glycoprotein substrate	+	0.6939	69.39%
CYP3A4 substrate	+	0.7305	73.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8813	88.13%
CYP3A4 inhibition	-	0.8963	89.63%
CYP2C9 inhibition	-	0.8818	88.18%
CYP2C19 inhibition	-	0.8665	86.65%
CYP2D6 inhibition	-	0.9445	94.45%
CYP1A2 inhibition	-	0.9049	90.49%
CYP2C8 inhibition	+	0.7495	74.95%
CYP inhibitory promiscuity	-	0.9707	97.07%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7026	70.26%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.8965	89.65%
Skin irritation	-	0.6150	61.50%
Skin corrosion	-	0.9533	95.33%
Ames mutagenesis	-	0.5954	59.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7723	77.23%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5819	58.19%
skin sensitisation	-	0.8793	87.93%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.4509	45.09%
Acute Oral Toxicity (c)	III	0.6464	64.64%
Estrogen receptor binding	+	0.7171	71.71%
Androgen receptor binding	+	0.7080	70.80%
Thyroid receptor binding	+	0.6582	65.82%
Glucocorticoid receptor binding	+	0.7865	78.65%
Aromatase binding	+	0.6983	69.83%
PPAR gamma	+	0.8157	81.57%
Honey bee toxicity	-	0.5491	54.91%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9464	94.64%

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	98.40%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.69%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.12%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.55%	99.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	95.23%	97.36%
CHEMBL3401	O75469	Pregnane X receptor	94.93%	94.73%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.75%	97.25%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.84%	96.47%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.09%	86.33%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	88.84%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.69%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.70%	96.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	85.16%	97.29%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.99%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.93%	93.56%
CHEMBL3437	Q16853	Amine oxidase, copper containing	83.83%	94.00%
CHEMBL4015	P41597	C-C chemokine receptor type 2	83.75%	98.57%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.68%	96.95%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	83.00%	82.50%
CHEMBL2094135	Q96BI3	Gamma-secretase	82.44%	98.05%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.32%	97.21%
CHEMBL340	P08684	Cytochrome P450 3A4	82.27%	91.19%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.81%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	80.63%	92.50%
CHEMBL4581	P52732	Kinesin-like protein 1	80.37%	93.18%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.23%	95.71%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.22%	89.50%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.19%	85.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.18%	94.33%

Plants that contains it

• Capsicum annuum

Cross-Links

• PubChem: 101417391
• NPASS: NPC185940