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(1R,3aS,5aR,5bR,7aS,8S,11aS,11bR,12R,13aR,13bR)-12-hydroxy-5a,5b,8,11a-tetramethyl-9-oxo-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,8,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-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 d1de3091-92be-4ee4-8bde-ee4c5ae3dcb3
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids
IUPAC Name (1R,3aS,5aR,5bR,7aS,8S,11aS,11bR,12R,13aR,13bR)-12-hydroxy-5a,5b,8,11a-tetramethyl-9-oxo-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,8,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid
SMILES (Canonical) CC1C2CCC3(C(C2(CCC1=O)C)C(CC4C3(CCC5(C4C(CC5)C(=C)C)C(=O)O)C)O)C
SMILES (Isomeric) C[C@H]1[C@@H]2CC[C@@]3([C@@H]([C@]2(CCC1=O)C)[C@@H](C[C@H]4[C@]3(CC[C@@]5([C@@H]4[C@@H](CC5)C(=C)C)C(=O)O)C)O)C
InChI InChI=1S/C29H44O4/c1-16(2)18-7-12-29(25(32)33)14-13-27(5)20(23(18)29)15-22(31)24-26(4)10-9-21(30)17(3)19(26)8-11-28(24,27)6/h17-20,22-24,31H,1,7-15H2,2-6H3,(H,32,33)/t17-,18-,19-,20+,22+,23+,24+,26-,27+,28+,29-/m0/s1
InChI Key UWSUKJWIFMJXOB-UFSQPUPSSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H44O4
Molecular Weight 456.70 g/mol
Exact Mass 456.32395988 g/mol
Topological Polar Surface Area (TPSA) 74.60 Ų
XlogP 6.20
Atomic LogP (AlogP) 5.88
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,3aS,5aR,5bR,7aS,8S,11aS,11bR,12R,13aR,13bR)-12-hydroxy-5a,5b,8,11a-tetramethyl-9-oxo-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,8,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-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 + 0.9897 98.97%
Caco-2 - 0.5605 56.05%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8082 80.82%
OATP2B1 inhibitior - 0.7166 71.66%
OATP1B1 inhibitior + 0.8107 81.07%
OATP1B3 inhibitior - 0.5419 54.19%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5124 51.24%
BSEP inhibitior + 0.8031 80.31%
P-glycoprotein inhibitior - 0.7294 72.94%
P-glycoprotein substrate - 0.5938 59.38%
CYP3A4 substrate + 0.6727 67.27%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8538 85.38%
CYP3A4 inhibition - 0.8047 80.47%
CYP2C9 inhibition - 0.9395 93.95%
CYP2C19 inhibition - 0.9616 96.16%
CYP2D6 inhibition - 0.9581 95.81%
CYP1A2 inhibition - 0.9162 91.62%
CYP2C8 inhibition - 0.5846 58.46%
CYP inhibitory promiscuity - 0.9597 95.97%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6437 64.37%
Eye corrosion - 0.9952 99.52%
Eye irritation - 0.9366 93.66%
Skin irritation + 0.7425 74.25%
Skin corrosion - 0.9439 94.39%
Ames mutagenesis - 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.5339 53.39%
skin sensitisation - 0.6466 64.66%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.6596 65.96%
Acute Oral Toxicity (c) III 0.5700 57.00%
Estrogen receptor binding + 0.7688 76.88%
Androgen receptor binding + 0.7680 76.80%
Thyroid receptor binding + 0.5725 57.25%
Glucocorticoid receptor binding + 0.7679 76.79%
Aromatase binding + 0.7165 71.65%
PPAR gamma + 0.5458 54.58%
Honey bee toxicity - 0.7803 78.03%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6800 68.00%
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 94.28% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.03% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.43% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.22% 97.25%
CHEMBL340 P08684 Cytochrome P450 3A4 89.18% 91.19%
CHEMBL2581 P07339 Cathepsin D 88.79% 98.95%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.20% 90.71%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.78% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.76% 92.94%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.42% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.99% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.32% 86.33%
CHEMBL1902 P62942 FK506-binding protein 1A 86.19% 97.05%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.86% 99.23%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 85.39% 96.38%
CHEMBL1871 P10275 Androgen Receptor 84.15% 96.43%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.84% 93.03%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.11% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.71% 94.45%

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.
Eleutherococcus trifoliatus

Cross-Links

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PubChem 21672684
LOTUS LTS0139209
wikiData Q105277512