Capsianoside D

Details

• Internal ID: 6b37b902-6f48-40e1-a615-60de4613fc83
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Sophorolipids
• IUPAC Name: [2-[[6-[2-[(2Z,6E,10E)-14-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,6,10,14-tetramethylhexadeca-2,6,10,15-tetraenoxy]-3,5-dihydroxy-6-methyloxan-4-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3,5-dihydroxy-6-methyloxan-4-yl] (2E,6E,10E)-14-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-2,6,10,14-tetramethylhexadeca-2,6,10,15-tetraenoate
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3C(C(OC(C3O)OCC(=CCCC(=CCCC(=CCCC(C)(C=C)OC4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)CO)O)O)O)C)C)C)C)O)O)O)O)O)OC(=O)C(=CC(CC(=CCCC(=CCCC(C)(C=C)OC6C(C(C(C(O6)CO)O)O)OC7C(C(C(C(O7)CO)O)O)O)C)C)O)C)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3C(C(OC(C3O)OC/C(=C\CC/C(=C/CC/C(=C/CCC(C)(C=C)OC4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)CO)O)O)O)/C)/C)/C)C)O)O)O)O)O)OC(=O)/C(=C/C(C/C(=C/CC/C(=C/CCC(C)(C=C)OC6C(C(C(C(O6)CO)O)O)OC7C(C(C(C(O7)CO)O)O)O)/C)/C)O)/C)O
• InChI: InChI=1S/C82H134O38/c1-13-81(11,119-79-71(62(98)56(92)49(34-85)112-79)117-76-64(100)59(95)54(90)47(32-83)110-76)28-18-26-39(4)21-15-20-38(3)23-17-25-42(7)36-106-74-68(104)70(53(89)45(10)108-74)116-78-66(102)61(97)58(94)51(114-78)37-107-75-67(103)69(52(88)44(9)109-75)115-73(105)43(8)31-46(87)30-41(6)24-16-22-40(5)27-19-29-82(12,14-2)120-80-72(63(99)57(93)50(35-86)113-80)118-77-65(101)60(96)55(91)48(33-84)111-77/h13-14,20,24-27,31,44-72,74-80,83-104H,1-2,15-19,21-23,28-30,32-37H2,3-12H3/b38-20+,39-26+,40-27+,41-24+,42-25-,43-31+
• InChI Key: BHQXDVVPOFDEHV-RPQRBYGFSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈₂H₁₃₄O₃₈
• Molecular Weight: 1727.90 g/mol
• Exact Mass: 1726.8553098 g/mol
• Topological Polar Surface Area (TPSA): 601.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -3.44
• H-Bond Acceptor: 38
• H-Bond Donor: 22
• Rotatable Bonds: 42

Synonyms

• Capsianside D

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5811	58.11%
Caco-2	-	0.8589	85.89%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8292	82.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8474	84.74%
OATP1B3 inhibitior	+	0.7907	79.07%
MATE1 inhibitior	-	0.8612	86.12%
OCT2 inhibitior	-	0.6776	67.76%
BSEP inhibitior	+	0.9633	96.33%
P-glycoprotein inhibitior	+	0.7424	74.24%
P-glycoprotein substrate	+	0.6223	62.23%
CYP3A4 substrate	+	0.7154	71.54%
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	+	0.6964	69.64%
CYP inhibitory promiscuity	-	0.9707	97.07%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7026	70.26%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.8963	89.63%
Skin irritation	-	0.6150	61.50%
Skin corrosion	-	0.9533	95.33%
Ames mutagenesis	-	0.6154	61.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7595	75.95%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8793	87.93%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.5155	51.55%
Acute Oral Toxicity (c)	III	0.6464	64.64%
Estrogen receptor binding	+	0.6931	69.31%
Androgen receptor binding	+	0.7134	71.34%
Thyroid receptor binding	+	0.6852	68.52%
Glucocorticoid receptor binding	+	0.7891	78.91%
Aromatase binding	+	0.7138	71.38%
PPAR gamma	+	0.8219	82.19%
Honey bee toxicity	-	0.5747	57.47%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
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	98.78%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.25%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.93%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.91%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	94.25%	94.73%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.61%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.57%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.91%	97.25%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.97%	96.47%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.15%	89.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.71%	98.75%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	86.41%	95.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.70%	96.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.22%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.99%	97.09%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	83.93%	82.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.40%	93.56%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	83.19%	97.47%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.87%	94.33%
CHEMBL4015	P41597	C-C chemokine receptor type 2	82.33%	98.57%
CHEMBL3437	Q16853	Amine oxidase, copper containing	82.21%	94.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.68%	97.21%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.64%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.28%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.79%	89.50%
CHEMBL5255	O00206	Toll-like receptor 4	80.71%	92.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.57%	96.95%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.19%	85.00%

Plants that contains it

• Capsicum annuum

Cross-Links

• PubChem: 131751077
• LOTUS: LTS0254355
• wikiData: Q104396639