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(1S,4S,5R,6R,7S,11R,16S,17S,18R,19R)-5,16,17-trihydroxy-6,14,18-trimethyl-4-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,10-dioxapentacyclo[9.8.0.01,7.04,19.013,18]nonadec-13-en-9-one

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 c6a8b0a2-2081-48fd-868a-2ddf6b398932
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
IUPAC Name (1S,4S,5R,6R,7S,11R,16S,17S,18R,19R)-5,16,17-trihydroxy-6,14,18-trimethyl-4-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,10-dioxapentacyclo[9.8.0.01,7.04,19.013,18]nonadec-13-en-9-one
SMILES (Canonical) CC1C2CC(=O)OC3C24COC(C1O)(C4C5(C(C(CC(=C5C3)C)O)O)C)OC6C(C(C(C(O6)CO)O)O)O
SMILES (Isomeric) C[C@@H]1[C@@H]2CC(=O)O[C@H]3[C@@]24CO[C@@]([C@@H]1O)([C@@H]4[C@]5([C@@H]([C@H](CC(=C5C3)C)O)O)C)O[C@@H]6[C@H]([C@@H]([C@H]([C@@H](O6)CO)O)O)O
InChI InChI=1S/C26H38O12/c1-9-4-13(28)21(34)24(3)11(9)5-15-25-8-35-26(23(24)25,20(33)10(2)12(25)6-16(29)37-15)38-22-19(32)18(31)17(30)14(7-27)36-22/h10,12-15,17-23,27-28,30-34H,4-8H2,1-3H3/t10-,12+,13+,14+,15-,17+,18-,19+,20-,21-,22-,23-,24-,25-,26-/m1/s1
InChI Key YIOHSMSXXBECLM-HIHVQHTHSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C26H38O12
Molecular Weight 542.60 g/mol
Exact Mass 542.23632664 g/mol
Topological Polar Surface Area (TPSA) 196.00 Ų
XlogP -2.40
Atomic LogP (AlogP) -2.07
H-Bond Acceptor 12
H-Bond Donor 7
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,4S,5R,6R,7S,11R,16S,17S,18R,19R)-5,16,17-trihydroxy-6,14,18-trimethyl-4-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,10-dioxapentacyclo[9.8.0.01,7.04,19.013,18]nonadec-13-en-9-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8451 84.51%
Caco-2 - 0.8231 82.31%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7253 72.53%
OATP2B1 inhibitior - 0.7188 71.88%
OATP1B1 inhibitior + 0.8206 82.06%
OATP1B3 inhibitior + 0.9158 91.58%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.6811 68.11%
P-glycoprotein inhibitior - 0.6381 63.81%
P-glycoprotein substrate - 0.5251 52.51%
CYP3A4 substrate + 0.6956 69.56%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8808 88.08%
CYP3A4 inhibition - 0.9016 90.16%
CYP2C9 inhibition - 0.9009 90.09%
CYP2C19 inhibition - 0.9008 90.08%
CYP2D6 inhibition - 0.9409 94.09%
CYP1A2 inhibition - 0.8979 89.79%
CYP2C8 inhibition - 0.5833 58.33%
CYP inhibitory promiscuity - 0.9339 93.39%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5862 58.62%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9321 93.21%
Skin irritation - 0.5721 57.21%
Skin corrosion - 0.9405 94.05%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5666 56.66%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.5750 57.50%
skin sensitisation - 0.8925 89.25%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity + 0.7983 79.83%
Acute Oral Toxicity (c) I 0.4946 49.46%
Estrogen receptor binding + 0.6861 68.61%
Androgen receptor binding + 0.7126 71.26%
Thyroid receptor binding - 0.4892 48.92%
Glucocorticoid receptor binding + 0.5481 54.81%
Aromatase binding + 0.7400 74.00%
PPAR gamma + 0.6759 67.59%
Honey bee toxicity - 0.6959 69.59%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5250 52.50%
Fish aquatic toxicity + 0.9633 96.33%

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 97.60% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.07% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.55% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.03% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 91.68% 94.73%
CHEMBL1937 Q92769 Histone deacetylase 2 90.65% 94.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.62% 97.09%
CHEMBL2581 P07339 Cathepsin D 88.16% 98.95%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 87.49% 91.24%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.58% 92.94%
CHEMBL5103 Q969S8 Histone deacetylase 10 85.80% 90.08%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.30% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.23% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.67% 94.00%
CHEMBL325 Q13547 Histone deacetylase 1 83.74% 95.92%
CHEMBL2996 Q05655 Protein kinase C delta 83.47% 97.79%
CHEMBL2243 O00519 Anandamide amidohydrolase 83.19% 97.53%
CHEMBL3437 Q16853 Amine oxidase, copper containing 82.52% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.12% 86.33%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.70% 93.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.43% 89.00%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 80.37% 82.38%

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.
Castela tortuosa

Cross-Links

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PubChem 163030753
LOTUS LTS0019127
wikiData Q105348939