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(2R,6R)-2-methyl-4-oxo-6-[(10S,13R,14R,17R)-4,4,10,13,14-pentamethyl-3,7,11,12,15-pentaoxo-1,2,5,6,16,17-hexahydrocyclopenta[a]phenanthren-17-yl]heptanoic 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 cf61ac43-ada8-4471-8252-489b466ba4a7
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2R,6R)-2-methyl-4-oxo-6-[(10S,13R,14R,17R)-4,4,10,13,14-pentamethyl-3,7,11,12,15-pentaoxo-1,2,5,6,16,17-hexahydrocyclopenta[a]phenanthren-17-yl]heptanoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H38O8/c1-14(10-16(31)11-15(2)26(37)38)17-12-21(34)30(7)22-18(32)13-19-27(3,4)20(33)8-9-28(19,5)23(22)24(35)25(36)29(17,30)6/h14-15,17,19H,8-13H2,1-7H3,(H,37,38)/t14-,15-,17-,19?,28+,29+,30+/m1/s1
InChI Key AKWNYHCILPEENZ-GESKOEBASA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C30H38O8
Molecular Weight 526.60 g/mol
Exact Mass 526.25666817 g/mol
Topological Polar Surface Area (TPSA) 140.00 Ų
XlogP 1.60
Atomic LogP (AlogP) 3.73
H-Bond Acceptor 7
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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(2R,6R)-2-methyl-4-oxo-6-[(10S,13R,14R,17R)-4,4,10,13,14-pentamethyl-3,7,11,12,15-pentaoxo-1,2,5,6,16,17-hexahydrocyclopenta[a]phenanthren-17-yl]heptanoic acid
3,7,11,12,15,23-Hexanoxo-5alpha-lanosta-8-en-26-oic acid
SCHEMBL30651082
DTXSID40928971
CHEBI:168325
(2R,6R)-2-methyl-4-oxo-6-[(5R,10S,13R,14R,17R)-4,4,10,13,14-pentamethyl-3,7,11,12,15-pentaoxo-1,2,5,6,16,17-hexahydrocyclopenta[a]phenanthren-17-yl]heptanoic acid
DA-73654
F82383
3,7,11,12,15,23-Hexaoxolanost-8-en-26-oic acid
(5xi,25R)-3,7,11,12,15,23-Hexaoxolanost-8-en-26-oic acid

2D Structure

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2D Structure of (2R,6R)-2-methyl-4-oxo-6-[(10S,13R,14R,17R)-4,4,10,13,14-pentamethyl-3,7,11,12,15-pentaoxo-1,2,5,6,16,17-hexahydrocyclopenta[a]phenanthren-17-yl]heptanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9949 99.49%
Caco-2 - 0.6767 67.67%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8599 85.99%
OATP2B1 inhibitior - 0.5788 57.88%
OATP1B1 inhibitior + 0.8907 89.07%
OATP1B3 inhibitior - 0.3500 35.00%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.6532 65.32%
BSEP inhibitior + 0.7121 71.21%
P-glycoprotein inhibitior + 0.6870 68.70%
P-glycoprotein substrate - 0.6179 61.79%
CYP3A4 substrate + 0.6056 60.56%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9018 90.18%
CYP3A4 inhibition - 0.8154 81.54%
CYP2C9 inhibition - 0.9088 90.88%
CYP2C19 inhibition - 0.9410 94.10%
CYP2D6 inhibition - 0.9617 96.17%
CYP1A2 inhibition - 0.9498 94.98%
CYP2C8 inhibition - 0.6359 63.59%
CYP inhibitory promiscuity - 0.9328 93.28%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6782 67.82%
Eye corrosion - 0.9947 99.47%
Eye irritation - 0.9195 91.95%
Skin irritation + 0.6397 63.97%
Skin corrosion - 0.9535 95.35%
Ames mutagenesis - 0.6044 60.44%
Human Ether-a-go-go-Related Gene inhibition - 0.4838 48.38%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.5817 58.17%
skin sensitisation - 0.6717 67.17%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.7750 77.50%
Acute Oral Toxicity (c) III 0.4652 46.52%
Estrogen receptor binding + 0.6709 67.09%
Androgen receptor binding + 0.6586 65.86%
Thyroid receptor binding + 0.6611 66.11%
Glucocorticoid receptor binding + 0.7780 77.80%
Aromatase binding + 0.7362 73.62%
PPAR gamma + 0.6812 68.12%
Honey bee toxicity - 0.7352 73.52%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL4040 P28482 MAP kinase ERK2 97.49% 83.82%
CHEMBL221 P23219 Cyclooxygenase-1 96.69% 90.17%
CHEMBL2581 P07339 Cathepsin D 96.46% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.19% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.37% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.36% 95.56%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 89.43% 96.38%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.24% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.06% 99.23%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.54% 97.25%
CHEMBL340 P08684 Cytochrome P450 3A4 83.01% 91.19%
CHEMBL1937 Q92769 Histone deacetylase 2 81.92% 94.75%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.44% 93.04%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.23% 97.09%
CHEMBL5028 O14672 ADAM10 80.09% 97.50%

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 131872
LOTUS LTS0059847
wikiData Q82903796