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(4R)-4-[(3S,4R,5R,7S,10S,13R,14R,17R)-3,7-dihydroxy-4-(hydroxymethyl)-4,10,13,14-tetramethyl-11,15-dioxo-2,3,5,6,7,12,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic 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 c058312b-4bee-4484-aec4-b85abbde7295
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (4R)-4-[(3S,4R,5R,7S,10S,13R,14R,17R)-3,7-dihydroxy-4-(hydroxymethyl)-4,10,13,14-tetramethyl-11,15-dioxo-2,3,5,6,7,12,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C27H40O7/c1-14(6-7-21(33)34)15-10-20(32)27(5)23-16(29)11-18-24(2,9-8-19(31)25(18,3)13-28)22(23)17(30)12-26(15,27)4/h14-16,18-19,28-29,31H,6-13H2,1-5H3,(H,33,34)/t14-,15-,16+,18-,19+,24+,25+,26-,27+/m1/s1
InChI Key FWZRMYARQHUFQY-XZMJKANGSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C27H40O7
Molecular Weight 476.60 g/mol
Exact Mass 476.27740361 g/mol
Topological Polar Surface Area (TPSA) 132.00 Ų
XlogP 1.70
Atomic LogP (AlogP) 2.90
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

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110241-25-3
3beta,7beta-Dihydroxy-4alpha-(hydroxymethyl)-4beta,14-dimethyl-11,15-dioxo-5alpha-chol-8-en-24-oic acid

2D Structure

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2D Structure of (4R)-4-[(3S,4R,5R,7S,10S,13R,14R,17R)-3,7-dihydroxy-4-(hydroxymethyl)-4,10,13,14-tetramethyl-11,15-dioxo-2,3,5,6,7,12,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9819 98.19%
Caco-2 - 0.5878 58.78%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.8272 82.72%
OATP2B1 inhibitior - 0.5738 57.38%
OATP1B1 inhibitior + 0.8709 87.09%
OATP1B3 inhibitior + 0.8454 84.54%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.5688 56.88%
BSEP inhibitior + 0.7139 71.39%
P-glycoprotein inhibitior - 0.5909 59.09%
P-glycoprotein substrate - 0.5095 50.95%
CYP3A4 substrate + 0.6667 66.67%
CYP2C9 substrate - 0.7976 79.76%
CYP2D6 substrate - 0.9057 90.57%
CYP3A4 inhibition - 0.8483 84.83%
CYP2C9 inhibition - 0.9221 92.21%
CYP2C19 inhibition - 0.9537 95.37%
CYP2D6 inhibition - 0.9551 95.51%
CYP1A2 inhibition - 0.9354 93.54%
CYP2C8 inhibition - 0.6291 62.91%
CYP inhibitory promiscuity - 0.9164 91.64%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7059 70.59%
Eye corrosion - 0.9937 99.37%
Eye irritation - 0.9334 93.34%
Skin irritation + 0.6773 67.73%
Skin corrosion - 0.9549 95.49%
Ames mutagenesis - 0.7145 71.45%
Human Ether-a-go-go-Related Gene inhibition + 0.6727 67.27%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.6218 62.18%
skin sensitisation - 0.9311 93.11%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.7428 74.28%
Acute Oral Toxicity (c) III 0.7433 74.33%
Estrogen receptor binding + 0.6900 69.00%
Androgen receptor binding + 0.7314 73.14%
Thyroid receptor binding + 0.5449 54.49%
Glucocorticoid receptor binding + 0.8321 83.21%
Aromatase binding + 0.7129 71.29%
PPAR gamma + 0.5589 55.89%
Honey bee toxicity - 0.7584 75.84%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.7500 75.00%
Fish aquatic toxicity + 0.9904 99.04%

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
CHEMBL2581 P07339 Cathepsin D 97.04% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 95.31% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.79% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.78% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 91.27% 97.79%
CHEMBL1937 Q92769 Histone deacetylase 2 91.04% 94.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.21% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.01% 96.09%
CHEMBL299 P17252 Protein kinase C alpha 89.39% 98.03%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 87.89% 88.84%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 87.62% 93.04%
CHEMBL340 P08684 Cytochrome P450 3A4 87.38% 91.19%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.25% 99.23%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.19% 82.69%
CHEMBL237 P41145 Kappa opioid receptor 87.15% 98.10%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.19% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.09% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.80% 90.71%
CHEMBL238 Q01959 Dopamine transporter 83.57% 95.88%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 81.46% 96.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.21% 99.17%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 81.20% 85.11%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 80.48% 95.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.21% 100.00%

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 14109388
LOTUS LTS0030436
wikiData Q105003745