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(E,6R)-2-methyl-6-[(5R,8S,9S,10R,14R,17R)-4,4,8,10,14-pentamethyl-3-oxo-1,2,5,6,7,9,11,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]hept-2-enoic 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 005b6a23-5edc-4406-8fd5-a7599b45803d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (E,6R)-2-methyl-6-[(5R,8S,9S,10R,14R,17R)-4,4,8,10,14-pentamethyl-3-oxo-1,2,5,6,7,9,11,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]hept-2-enoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H46O3/c1-19(9-8-10-20(2)26(32)33)21-13-17-29(6)22(21)11-12-24-28(5)16-15-25(31)27(3,4)23(28)14-18-30(24,29)7/h10-11,19,21,23-24H,8-9,12-18H2,1-7H3,(H,32,33)/b20-10+/t19-,21-,23+,24+,28+,29+,30+/m1/s1
InChI Key XGLGKGPLQGDHQD-CJGNHJLSSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H46O3
Molecular Weight 454.70 g/mol
Exact Mass 454.34469533 g/mol
Topological Polar Surface Area (TPSA) 54.40 Ų
XlogP 7.60
Atomic LogP (AlogP) 7.61
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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(E,6R)-2-methyl-6-[(5R,8S,9S,10R,14R,17R)-4,4,8,10,14-pentamethyl-3-oxo-1,2,5,6,7,9,11,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]hept-2-enoic acid
(8alpha,9beta,14beta,24E)-3-Oxodammara-12,24-dien-26-oic acid

2D Structure

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2D Structure of (E,6R)-2-methyl-6-[(5R,8S,9S,10R,14R,17R)-4,4,8,10,14-pentamethyl-3-oxo-1,2,5,6,7,9,11,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]hept-2-enoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9947 99.47%
Caco-2 - 0.5397 53.97%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.8451 84.51%
OATP2B1 inhibitior - 0.8596 85.96%
OATP1B1 inhibitior + 0.8139 81.39%
OATP1B3 inhibitior + 0.8116 81.16%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior + 0.5500 55.00%
BSEP inhibitior + 0.9339 93.39%
P-glycoprotein inhibitior + 0.6754 67.54%
P-glycoprotein substrate - 0.6799 67.99%
CYP3A4 substrate + 0.6425 64.25%
CYP2C9 substrate - 0.8078 80.78%
CYP2D6 substrate - 0.9114 91.14%
CYP3A4 inhibition - 0.8453 84.53%
CYP2C9 inhibition - 0.9061 90.61%
CYP2C19 inhibition - 0.8811 88.11%
CYP2D6 inhibition - 0.9533 95.33%
CYP1A2 inhibition - 0.8855 88.55%
CYP2C8 inhibition - 0.6469 64.69%
CYP inhibitory promiscuity - 0.8246 82.46%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6157 61.57%
Eye corrosion - 0.9957 99.57%
Eye irritation - 0.9393 93.93%
Skin irritation + 0.6971 69.71%
Skin corrosion - 0.9533 95.33%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6897 68.97%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.7947 79.47%
skin sensitisation - 0.5681 56.81%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.8026 80.26%
Acute Oral Toxicity (c) III 0.8303 83.03%
Estrogen receptor binding + 0.8071 80.71%
Androgen receptor binding + 0.7484 74.84%
Thyroid receptor binding + 0.7403 74.03%
Glucocorticoid receptor binding + 0.8377 83.77%
Aromatase binding + 0.7879 78.79%
PPAR gamma + 0.7484 74.84%
Honey bee toxicity - 0.8738 87.38%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5900 59.00%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.94% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.85% 98.95%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 93.42% 93.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.01% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.17% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.96% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 89.19% 94.75%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.86% 90.71%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 87.26% 98.33%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.12% 93.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.68% 82.69%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.25% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 84.22% 91.19%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.40% 97.25%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.86% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.48% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.43% 100.00%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 81.65% 85.30%
CHEMBL5103 Q969S8 Histone deacetylase 10 81.43% 90.08%
CHEMBL221 P23219 Cyclooxygenase-1 81.28% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.24% 97.09%
CHEMBL5028 O14672 ADAM10 81.20% 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 6479441
NPASS NPC1729