PlantaeDB Logo
Login Sign-up

(3R,5S,6S)-3-[(2R)-2-hydroxy-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]-6,10-dimethylspiro[4.5]dec-9-en-8-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

Top
Internal ID d149c8d4-e491-4036-a103-5c78d7e65605
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name (3R,5S,6S)-3-[(2R)-2-hydroxy-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]-6,10-dimethylspiro[4.5]dec-9-en-8-one
SMILES (Canonical) CC1CC(=O)C=C(C12CCC(C2)C(C)(COC3C(C(C(C(O3)CO)O)O)O)O)C
SMILES (Isomeric) C[C@H]1CC(=O)C=C([C@]12CC[C@H](C2)[C@](C)(CO[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)C
InChI InChI=1S/C21H34O8/c1-11-6-14(23)7-12(2)21(11)5-4-13(8-21)20(3,27)10-28-19-18(26)17(25)16(24)15(9-22)29-19/h6,12-13,15-19,22,24-27H,4-5,7-10H2,1-3H3/t12-,13+,15+,16+,17-,18+,19+,20-,21+/m0/s1
InChI Key FSQYQQPZIHCQMQ-UIPJJNBASA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C21H34O8
Molecular Weight 414.50 g/mol
Exact Mass 414.22536804 g/mol
Topological Polar Surface Area (TPSA) 137.00 Ų
XlogP -0.40
Atomic LogP (AlogP) -0.10
H-Bond Acceptor 8
H-Bond Donor 5
Rotatable Bonds 5

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (3R,5S,6S)-3-[(2R)-2-hydroxy-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]-6,10-dimethylspiro[4.5]dec-9-en-8-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6259 62.59%
Caco-2 - 0.7314 73.14%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7796 77.96%
OATP2B1 inhibitior - 0.7213 72.13%
OATP1B1 inhibitior + 0.8505 85.05%
OATP1B3 inhibitior + 0.8683 86.83%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7026 70.26%
BSEP inhibitior - 0.6173 61.73%
P-glycoprotein inhibitior - 0.7923 79.23%
P-glycoprotein substrate - 0.7916 79.16%
CYP3A4 substrate + 0.6630 66.30%
CYP2C9 substrate - 0.8054 80.54%
CYP2D6 substrate - 0.8860 88.60%
CYP3A4 inhibition - 0.9375 93.75%
CYP2C9 inhibition - 0.8982 89.82%
CYP2C19 inhibition - 0.8888 88.88%
CYP2D6 inhibition - 0.9410 94.10%
CYP1A2 inhibition - 0.8922 89.22%
CYP2C8 inhibition - 0.6412 64.12%
CYP inhibitory promiscuity - 0.9589 95.89%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7133 71.33%
Eye corrosion - 0.9920 99.20%
Eye irritation - 0.9681 96.81%
Skin irritation - 0.5453 54.53%
Skin corrosion - 0.9532 95.32%
Ames mutagenesis - 0.5970 59.70%
Human Ether-a-go-go-Related Gene inhibition - 0.6045 60.45%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.6725 67.25%
skin sensitisation - 0.9157 91.57%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity + 0.5693 56.93%
Acute Oral Toxicity (c) I 0.4691 46.91%
Estrogen receptor binding + 0.6221 62.21%
Androgen receptor binding + 0.6190 61.90%
Thyroid receptor binding + 0.6018 60.18%
Glucocorticoid receptor binding + 0.6515 65.15%
Aromatase binding + 0.7610 76.10%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.7701 77.01%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9242 92.42%

Targets

Top

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 98.10% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.22% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.25% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.24% 98.95%
CHEMBL220 P22303 Acetylcholinesterase 93.76% 94.45%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.73% 96.61%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.05% 97.09%
CHEMBL1871 P10275 Androgen Receptor 90.86% 96.43%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.92% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.66% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.27% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.26% 95.89%
CHEMBL2996 Q05655 Protein kinase C delta 85.96% 97.79%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 85.43% 94.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.59% 94.00%
CHEMBL226 P30542 Adenosine A1 receptor 82.37% 95.93%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.15% 93.04%
CHEMBL3401 O75469 Pregnane X receptor 82.13% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.03% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.99% 85.14%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 81.48% 94.80%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.25% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.11% 97.14%

Plants that contains it

Top
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.
There are no matching plants.

Cross-Links

Top
PubChem 163086853
LOTUS LTS0150741
wikiData Q105000839