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(6R)-6-[(1S,4S,4aS,8aR)-4,7-dimethyl-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4a,5,6,8a-hexahydro-1H-naphthalen-1-yl]-2-methylhept-1-en-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 b2eb772f-298d-4ff7-b135-7b03adc8ca4d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name (6R)-6-[(1S,4S,4aS,8aR)-4,7-dimethyl-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4a,5,6,8a-hexahydro-1H-naphthalen-1-yl]-2-methylhept-1-en-3-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C26H42O7/c1-14(2)20(28)9-7-16(4)17-10-11-26(5,19-8-6-15(3)12-18(17)19)33-25-24(31)23(30)22(29)21(13-27)32-25/h12,16-19,21-25,27,29-31H,1,6-11,13H2,2-5H3/t16-,17+,18+,19+,21-,22+,23+,24-,25+,26+/m1/s1
InChI Key FUKSLTWQOHMTIM-KPKVPHJQSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C26H42O7
Molecular Weight 466.60 g/mol
Exact Mass 466.29305367 g/mol
Topological Polar Surface Area (TPSA) 116.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 2.51
H-Bond Acceptor 7
H-Bond Donor 4
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (6R)-6-[(1S,4S,4aS,8aR)-4,7-dimethyl-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4a,5,6,8a-hexahydro-1H-naphthalen-1-yl]-2-methylhept-1-en-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 + 0.7408 74.08%
Caco-2 - 0.7639 76.39%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7849 78.49%
OATP2B1 inhibitior - 0.7193 71.93%
OATP1B1 inhibitior + 0.8617 86.17%
OATP1B3 inhibitior - 0.2377 23.77%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.7026 70.26%
BSEP inhibitior - 0.6218 62.18%
P-glycoprotein inhibitior - 0.5786 57.86%
P-glycoprotein substrate - 0.6610 66.10%
CYP3A4 substrate + 0.6867 68.67%
CYP2C9 substrate - 0.8022 80.22%
CYP2D6 substrate - 0.8699 86.99%
CYP3A4 inhibition - 0.8391 83.91%
CYP2C9 inhibition - 0.8485 84.85%
CYP2C19 inhibition - 0.8252 82.52%
CYP2D6 inhibition - 0.9457 94.57%
CYP1A2 inhibition - 0.7127 71.27%
CYP2C8 inhibition + 0.5104 51.04%
CYP inhibitory promiscuity - 0.9073 90.73%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7454 74.54%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9604 96.04%
Skin irritation - 0.5497 54.97%
Skin corrosion - 0.9521 95.21%
Ames mutagenesis - 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7682 76.82%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.6675 66.75%
skin sensitisation - 0.8996 89.96%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.8289 82.89%
Acute Oral Toxicity (c) III 0.6673 66.73%
Estrogen receptor binding + 0.5798 57.98%
Androgen receptor binding + 0.6241 62.41%
Thyroid receptor binding + 0.5720 57.20%
Glucocorticoid receptor binding + 0.5424 54.24%
Aromatase binding + 0.6220 62.20%
PPAR gamma + 0.5952 59.52%
Honey bee toxicity - 0.7199 71.99%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.7500 75.00%
Fish aquatic toxicity + 0.9797 97.97%

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 99.05% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.22% 96.09%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 96.33% 91.24%
CHEMBL218 P21554 Cannabinoid CB1 receptor 94.88% 96.61%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.59% 97.25%
CHEMBL4040 P28482 MAP kinase ERK2 93.44% 83.82%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.92% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.49% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.95% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 90.13% 93.56%
CHEMBL2581 P07339 Cathepsin D 87.91% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.70% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.03% 95.56%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.78% 94.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.35% 100.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 85.73% 94.80%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.39% 94.45%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.14% 96.00%
CHEMBL237 P41145 Kappa opioid receptor 84.73% 98.10%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.19% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.79% 86.33%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 82.89% 96.38%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 82.36% 97.47%
CHEMBL3401 O75469 Pregnane X receptor 81.88% 94.73%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.49% 95.50%

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.
There are no matching plants.

Cross-Links

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PubChem 16737974
LOTUS LTS0253973
wikiData Q105001812