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(1R,3aS,4S,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-4-hydroxy-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-2,3,4,5,6,7,7a,11b,12,13,13a,13b-dodecahydro-1H-cyclopenta[a]chrysen-9-one

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 3c42f5c8-407b-4b96-9d35-6fa20f9d80ee
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1R,3aS,4S,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-4-hydroxy-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-2,3,4,5,6,7,7a,11b,12,13,13a,13b-dodecahydro-1H-cyclopenta[a]chrysen-9-one
SMILES (Canonical) CC(=C)C1CCC2(C1C3CCC4C(C3(CC2O)C)(CCC5C4(C=CC(=O)C5(C)C)C)C)C
SMILES (Isomeric) CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@H]4[C@]([C@@]3(C[C@@H]2O)C)(CC[C@@H]5[C@@]4(C=CC(=O)C5(C)C)C)C)C
InChI InChI=1S/C30H46O2/c1-18(2)19-11-14-28(6)24(32)17-30(8)20(25(19)28)9-10-22-27(5)15-13-23(31)26(3,4)21(27)12-16-29(22,30)7/h13,15,19-22,24-25,32H,1,9-12,14,16-17H2,2-8H3/t19-,20+,21-,22+,24-,25+,27-,28+,29+,30+/m0/s1
InChI Key KWNDBOQDSHKSCT-GEWJJWOZSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H46O2
Molecular Weight 438.70 g/mol
Exact Mass 438.349780706 g/mol
Topological Polar Surface Area (TPSA) 37.30 Ų
XlogP 8.20
Atomic LogP (AlogP) 6.98
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,3aS,4S,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-4-hydroxy-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-2,3,4,5,6,7,7a,11b,12,13,13a,13b-dodecahydro-1H-cyclopenta[a]chrysen-9-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 - 0.5132 51.32%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.6981 69.81%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8588 85.88%
OATP1B3 inhibitior - 0.2970 29.70%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.7500 75.00%
BSEP inhibitior + 0.8384 83.84%
P-glycoprotein inhibitior - 0.6268 62.68%
P-glycoprotein substrate - 0.6567 65.67%
CYP3A4 substrate + 0.6977 69.77%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8630 86.30%
CYP3A4 inhibition - 0.8327 83.27%
CYP2C9 inhibition - 0.8606 86.06%
CYP2C19 inhibition - 0.6927 69.27%
CYP2D6 inhibition - 0.9537 95.37%
CYP1A2 inhibition - 0.8779 87.79%
CYP2C8 inhibition + 0.4434 44.34%
CYP inhibitory promiscuity - 0.8481 84.81%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5393 53.93%
Eye corrosion - 0.9926 99.26%
Eye irritation - 0.9276 92.76%
Skin irritation + 0.6704 67.04%
Skin corrosion - 0.9628 96.28%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3627 36.27%
Micronuclear - 0.9700 97.00%
Hepatotoxicity - 0.6879 68.79%
skin sensitisation + 0.5593 55.93%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.8347 83.47%
Acute Oral Toxicity (c) III 0.8174 81.74%
Estrogen receptor binding + 0.8362 83.62%
Androgen receptor binding + 0.7709 77.09%
Thyroid receptor binding + 0.6805 68.05%
Glucocorticoid receptor binding + 0.8381 83.81%
Aromatase binding + 0.7443 74.43%
PPAR gamma + 0.6454 64.54%
Honey bee toxicity - 0.7991 79.91%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9942 99.42%

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 93.92% 91.11%
CHEMBL2581 P07339 Cathepsin D 93.44% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.87% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.56% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.52% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.37% 82.69%
CHEMBL1871 P10275 Androgen Receptor 89.09% 96.43%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.69% 95.56%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.26% 96.61%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.94% 93.04%
CHEMBL1937 Q92769 Histone deacetylase 2 84.61% 94.75%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.82% 90.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.42% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.29% 92.94%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.77% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.77% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.49% 97.09%
CHEMBL1951 P21397 Monoamine oxidase A 81.42% 91.49%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.35% 95.89%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 81.05% 96.38%

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.
Stauntonia obovatifoliola

Cross-Links

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PubChem 24970456
LOTUS LTS0254719
wikiData Q105147033