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(1S,4R,9R,10S,13R,15R)-15-hydroxy-5,5-dimethyl-14-methylidene-9-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]tetracyclo[11.2.1.01,10.04,9]hexadecan-3-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 4239e2df-abc8-4cff-8257-bf825a79df1c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name (1S,4R,9R,10S,13R,15R)-15-hydroxy-5,5-dimethyl-14-methylidene-9-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]tetracyclo[11.2.1.01,10.04,9]hexadecan-3-one
SMILES (Canonical) CC1(CCCC2(C1C(=O)CC34C2CCC(C3)C(=C)C4O)COC5C(C(C(C(O5)CO)O)O)O)C
SMILES (Isomeric) CC1(CCC[C@@]2([C@@H]1C(=O)C[C@]34[C@H]2CC[C@H](C3)C(=C)[C@H]4O)CO[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C
InChI InChI=1S/C26H40O8/c1-13-14-5-6-17-25(12-33-23-20(31)19(30)18(29)16(11-27)34-23)8-4-7-24(2,3)21(25)15(28)10-26(17,9-14)22(13)32/h14,16-23,27,29-32H,1,4-12H2,2-3H3/t14-,16-,17+,18-,19+,20-,21-,22-,23-,25-,26+/m1/s1
InChI Key NMWVJUWKOGFMOM-ZZKQWPIOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H40O8
Molecular Weight 480.60 g/mol
Exact Mass 480.27231823 g/mol
Topological Polar Surface Area (TPSA) 137.00 Ų
XlogP 1.00
Atomic LogP (AlogP) 0.92
H-Bond Acceptor 8
H-Bond Donor 5
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,4R,9R,10S,13R,15R)-15-hydroxy-5,5-dimethyl-14-methylidene-9-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]tetracyclo[11.2.1.01,10.04,9]hexadecan-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7442 74.42%
Caco-2 - 0.7663 76.63%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7926 79.26%
OATP2B1 inhibitior - 0.7160 71.60%
OATP1B1 inhibitior + 0.8453 84.53%
OATP1B3 inhibitior + 0.8564 85.64%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7596 75.96%
BSEP inhibitior + 0.5651 56.51%
P-glycoprotein inhibitior - 0.6570 65.70%
P-glycoprotein substrate - 0.7614 76.14%
CYP3A4 substrate + 0.6791 67.91%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8535 85.35%
CYP3A4 inhibition - 0.9370 93.70%
CYP2C9 inhibition - 0.7605 76.05%
CYP2C19 inhibition - 0.7901 79.01%
CYP2D6 inhibition - 0.9205 92.05%
CYP1A2 inhibition - 0.7863 78.63%
CYP2C8 inhibition + 0.4877 48.77%
CYP inhibitory promiscuity - 0.8954 89.54%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7295 72.95%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9332 93.32%
Skin irritation - 0.6446 64.46%
Skin corrosion - 0.9384 93.84%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8100 81.00%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.6074 60.74%
skin sensitisation - 0.8736 87.36%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity + 0.5960 59.60%
Acute Oral Toxicity (c) III 0.5172 51.72%
Estrogen receptor binding + 0.6265 62.65%
Androgen receptor binding + 0.6606 66.06%
Thyroid receptor binding + 0.5184 51.84%
Glucocorticoid receptor binding - 0.4679 46.79%
Aromatase binding + 0.6454 64.54%
PPAR gamma - 0.5328 53.28%
Honey bee toxicity - 0.7959 79.59%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.6150 61.50%
Fish aquatic toxicity + 0.9855 98.55%

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 98.37% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.28% 97.25%
CHEMBL1937 Q92769 Histone deacetylase 2 94.36% 94.75%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.16% 96.09%
CHEMBL2581 P07339 Cathepsin D 93.94% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.41% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.09% 96.61%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 91.03% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.04% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.77% 94.45%
CHEMBL5255 O00206 Toll-like receptor 4 87.48% 92.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.28% 95.56%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 85.26% 96.38%
CHEMBL1977 P11473 Vitamin D receptor 85.01% 99.43%
CHEMBL226 P30542 Adenosine A1 receptor 84.60% 95.93%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.78% 93.04%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.74% 94.00%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 83.58% 83.57%
CHEMBL237 P41145 Kappa opioid receptor 83.46% 98.10%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.93% 100.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.76% 96.21%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.95% 96.77%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.94% 97.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.91% 92.62%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.16% 100.00%

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.
Jungermannia infusca

Cross-Links

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PubChem 102437302
LOTUS LTS0221286
wikiData Q105182006