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6-[[7-(2-Chloro-1-hydroxyethyl)-1,4a,7-trimethyl-2-oxo-3,4,4b,5,6,8,10,10a-octahydrophenanthren-1-yl]methoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

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 267ce485-6d19-41f8-84e0-b57e6cf5b79f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name 6-[[7-(2-chloro-1-hydroxyethyl)-1,4a,7-trimethyl-2-oxo-3,4,4b,5,6,8,10,10a-octahydrophenanthren-1-yl]methoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES (Canonical) CC1(CCC2C(=CCC3C2(CCC(=O)C3(C)COC4C(C(C(C(O4)C(=O)O)O)O)O)C)C1)C(CCl)O
SMILES (Isomeric) CC1(CCC2C(=CCC3C2(CCC(=O)C3(C)COC4C(C(C(C(O4)C(=O)O)O)O)O)C)C1)C(CCl)O
InChI InChI=1S/C26H39ClO9/c1-24(17(29)11-27)8-6-14-13(10-24)4-5-15-25(14,2)9-7-16(28)26(15,3)12-35-23-20(32)18(30)19(31)21(36-23)22(33)34/h4,14-15,17-21,23,29-32H,5-12H2,1-3H3,(H,33,34)
InChI Key LHIBDHTXDXNPDR-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H39ClO9
Molecular Weight 531.00 g/mol
Exact Mass 530.2282605 g/mol
Topological Polar Surface Area (TPSA) 154.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 1.62
H-Bond Acceptor 8
H-Bond Donor 5
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6-[[7-(2-Chloro-1-hydroxyethyl)-1,4a,7-trimethyl-2-oxo-3,4,4b,5,6,8,10,10a-octahydrophenanthren-1-yl]methoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8623 86.23%
Caco-2 - 0.8059 80.59%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8412 84.12%
OATP2B1 inhibitior - 0.7142 71.42%
OATP1B1 inhibitior + 0.8858 88.58%
OATP1B3 inhibitior - 0.2349 23.49%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6026 60.26%
BSEP inhibitior - 0.8085 80.85%
P-glycoprotein inhibitior - 0.5413 54.13%
P-glycoprotein substrate - 0.7287 72.87%
CYP3A4 substrate + 0.6703 67.03%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8814 88.14%
CYP3A4 inhibition - 0.8443 84.43%
CYP2C9 inhibition - 0.8899 88.99%
CYP2C19 inhibition - 0.8563 85.63%
CYP2D6 inhibition - 0.9215 92.15%
CYP1A2 inhibition - 0.8224 82.24%
CYP2C8 inhibition + 0.5938 59.38%
CYP inhibitory promiscuity - 0.9621 96.21%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.6322 63.22%
Eye corrosion - 0.9881 98.81%
Eye irritation - 0.9555 95.55%
Skin irritation - 0.5466 54.66%
Skin corrosion - 0.9343 93.43%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3714 37.14%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.6226 62.26%
skin sensitisation - 0.9015 90.15%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.6164 61.64%
Acute Oral Toxicity (c) III 0.6480 64.80%
Estrogen receptor binding + 0.5936 59.36%
Androgen receptor binding + 0.6816 68.16%
Thyroid receptor binding - 0.4941 49.41%
Glucocorticoid receptor binding + 0.7597 75.97%
Aromatase binding + 0.6862 68.62%
PPAR gamma + 0.5238 52.38%
Honey bee toxicity - 0.7712 77.12%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.7100 71.00%
Fish aquatic toxicity + 0.9818 98.18%

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 98.67% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.48% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.96% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.05% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 90.96% 90.17%
CHEMBL2581 P07339 Cathepsin D 90.50% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.17% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 89.49% 94.75%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.78% 96.77%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.39% 95.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.52% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.36% 95.89%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.82% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.74% 97.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.58% 90.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.42% 89.00%
CHEMBL5255 O00206 Toll-like receptor 4 84.05% 92.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.76% 100.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.29% 98.75%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.26% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.12% 99.23%
CHEMBL5028 O14672 ADAM10 81.60% 97.50%
CHEMBL4040 P28482 MAP kinase ERK2 81.21% 83.82%

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 162922124
LOTUS LTS0175844
wikiData Q104170950