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(1R,3aR,5aR,5bR,7aR,11R,11aS,11bS,12R,13aR,13bR)-11,12-dihydroxy-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-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 10a7d066-cf3e-4db3-b579-4d551e979b8f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1R,3aR,5aR,5bR,7aR,11R,11aS,11bS,12R,13aR,13bR)-11,12-dihydroxy-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1H-cyclopenta[a]chrysen-9-one
SMILES (Canonical) CC(=C)C1CCC2(C1C3CC(C4C(C3(CC2)C)(CCC5C4(C(CC(=O)C5(C)C)O)C)C)O)C
SMILES (Isomeric) CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3C[C@H]([C@H]4[C@]([C@@]3(CC2)C)(CC[C@@H]5[C@@]4([C@@H](CC(=O)C5(C)C)O)C)C)O)C
InChI InChI=1S/C30H48O3/c1-17(2)18-9-11-27(5)13-14-28(6)19(24(18)27)15-20(31)25-29(28,7)12-10-21-26(3,4)22(32)16-23(33)30(21,25)8/h18-21,23-25,31,33H,1,9-16H2,2-8H3/t18-,19+,20+,21-,23+,24+,25-,27+,28+,29+,30+/m0/s1
InChI Key PLLILOVVTMRYNY-CPAQQGGNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H48O3
Molecular Weight 456.70 g/mol
Exact Mass 456.36034539 g/mol
Topological Polar Surface Area (TPSA) 57.50 Ų
XlogP 7.20
Atomic LogP (AlogP) 6.17
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,3aR,5aR,5bR,7aR,11R,11aS,11bS,12R,13aR,13bR)-11,12-dihydroxy-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-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 + 0.9967 99.67%
Caco-2 - 0.6003 60.03%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.6161 61.61%
OATP2B1 inhibitior - 0.7185 71.85%
OATP1B1 inhibitior + 0.8299 82.99%
OATP1B3 inhibitior - 0.2277 22.77%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.5500 55.00%
BSEP inhibitior + 0.8308 83.08%
P-glycoprotein inhibitior - 0.7310 73.10%
P-glycoprotein substrate - 0.5862 58.62%
CYP3A4 substrate + 0.6809 68.09%
CYP2C9 substrate - 0.8495 84.95%
CYP2D6 substrate - 0.7671 76.71%
CYP3A4 inhibition - 0.8400 84.00%
CYP2C9 inhibition - 0.8500 85.00%
CYP2C19 inhibition - 0.8411 84.11%
CYP2D6 inhibition - 0.9580 95.80%
CYP1A2 inhibition - 0.8175 81.75%
CYP2C8 inhibition + 0.4704 47.04%
CYP inhibitory promiscuity - 0.8286 82.86%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5036 50.36%
Eye corrosion - 0.9935 99.35%
Eye irritation - 0.9016 90.16%
Skin irritation + 0.6720 67.20%
Skin corrosion - 0.9492 94.92%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4242 42.42%
Micronuclear - 0.9400 94.00%
Hepatotoxicity - 0.7413 74.13%
skin sensitisation - 0.5564 55.64%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 1.0000 100.00%
Nephrotoxicity + 0.8554 85.54%
Acute Oral Toxicity (c) I 0.8073 80.73%
Estrogen receptor binding + 0.7623 76.23%
Androgen receptor binding + 0.7601 76.01%
Thyroid receptor binding + 0.5873 58.73%
Glucocorticoid receptor binding + 0.7565 75.65%
Aromatase binding + 0.7192 71.92%
PPAR gamma + 0.5914 59.14%
Honey bee toxicity - 0.6883 68.83%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9948 99.48%

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
CHEMBL1937 Q92769 Histone deacetylase 2 91.89% 94.75%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.89% 82.69%
CHEMBL2581 P07339 Cathepsin D 91.25% 98.95%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.00% 92.94%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.37% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.08% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.59% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.57% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 87.82% 97.79%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.36% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.75% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.03% 99.23%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.69% 93.04%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 85.32% 93.03%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.81% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.64% 86.33%
CHEMBL1902 P62942 FK506-binding protein 1A 83.05% 97.05%
CHEMBL259 P32245 Melanocortin receptor 4 82.80% 95.38%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.45% 90.71%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 82.00% 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.
Cistanche phelypaea
Salvia deserta

Cross-Links

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PubChem 13969547
NPASS NPC13055
LOTUS LTS0161138
wikiData Q105211019