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Quadranguloside

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 044be7cd-6550-4d11-be2e-d4510f9917f2
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name 2-(hydroxymethyl)-6-[[3,4,5-trihydroxy-6-[(Z)-7-hydroxy-2-methyl-6-[7,7,12,16-tetramethyl-6-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]hept-2-enoxy]oxan-2-yl]methoxy]oxane-3,4,5-triol
SMILES (Canonical) CC(=CCCC(CO)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)OC6C(C(C(C(O6)COC7C(C(C(C(O7)CO)O)O)O)O)O)O)C)C)COC8C(C(C(C(O8)COC9C(C(C(C(O9)CO)O)O)O)O)O)O
SMILES (Isomeric) C/C(=C/CCC(CO)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)OC6C(C(C(C(O6)COC7C(C(C(C(O7)CO)O)O)O)O)O)O)C)C)/COC8C(C(C(C(O8)COC9C(C(C(C(O9)CO)O)O)O)O)O)O
InChI InChI=1S/C54H90O23/c1-24(20-70-46-44(68)40(64)36(60)29(75-46)21-71-47-42(66)38(62)34(58)27(18-56)73-47)7-6-8-25(17-55)26-11-13-52(5)32-10-9-31-50(2,3)33(12-14-53(31)23-54(32,53)16-15-51(26,52)4)77-49-45(69)41(65)37(61)30(76-49)22-72-48-43(67)39(63)35(59)28(19-57)74-48/h7,25-49,55-69H,6,8-23H2,1-5H3/b24-7-
InChI Key LDXZNQGPXSJOLI-VAPIAZESSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C54H90O23
Molecular Weight 1107.30 g/mol
Exact Mass 1106.58728911 g/mol
Topological Polar Surface Area (TPSA) 377.00 Ų
XlogP -0.40
Atomic LogP (AlogP) -2.59
H-Bond Acceptor 23
H-Bond Donor 15
Rotatable Bonds 18

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of Quadranguloside

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6616 66.16%
Caco-2 - 0.8834 88.34%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7250 72.50%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8395 83.95%
OATP1B3 inhibitior + 0.8488 84.88%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.8685 86.85%
P-glycoprotein inhibitior + 0.7467 74.67%
P-glycoprotein substrate - 0.5479 54.79%
CYP3A4 substrate + 0.7101 71.01%
CYP2C9 substrate - 0.8054 80.54%
CYP2D6 substrate - 0.8216 82.16%
CYP3A4 inhibition - 0.9662 96.62%
CYP2C9 inhibition - 0.7401 74.01%
CYP2C19 inhibition - 0.8487 84.87%
CYP2D6 inhibition - 0.9325 93.25%
CYP1A2 inhibition - 0.8488 84.88%
CYP2C8 inhibition + 0.6478 64.78%
CYP inhibitory promiscuity - 0.8891 88.91%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6729 67.29%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.9019 90.19%
Skin irritation - 0.6669 66.69%
Skin corrosion - 0.9431 94.31%
Ames mutagenesis - 0.7454 74.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8200 82.00%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.7361 73.61%
skin sensitisation - 0.8798 87.98%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.5541 55.41%
Acute Oral Toxicity (c) I 0.4831 48.31%
Estrogen receptor binding + 0.8136 81.36%
Androgen receptor binding + 0.7740 77.40%
Thyroid receptor binding + 0.5301 53.01%
Glucocorticoid receptor binding + 0.6881 68.81%
Aromatase binding + 0.6643 66.43%
PPAR gamma + 0.7826 78.26%
Honey bee toxicity - 0.6414 64.14%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.9503 95.03%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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 97.80% 91.11%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 95.63% 97.47%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.52% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.85% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.93% 97.09%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 91.05% 89.05%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.19% 96.61%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 88.42% 92.86%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.14% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.99% 95.89%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 85.55% 98.75%
CHEMBL2996 Q05655 Protein kinase C delta 84.98% 97.79%
CHEMBL220 P22303 Acetylcholinesterase 84.83% 94.45%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.75% 94.45%
CHEMBL2581 P07339 Cathepsin D 84.44% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.13% 99.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.82% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.58% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.67% 93.04%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.95% 96.21%
CHEMBL1937 Q92769 Histone deacetylase 2 81.56% 94.75%
CHEMBL1914 P06276 Butyrylcholinesterase 81.08% 95.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.92% 86.33%
CHEMBL3784 Q09472 Histone acetyltransferase p300 80.24% 93.33%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Passiflora alata
Passiflora quadrangularis

Cross-Links

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PubChem 131751883
LOTUS LTS0043305
wikiData Q104393473