(1R,3aR,5aR,5bR,6R,7S,7aR,9S,11aR,11bR,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-6,7,9-triol

Details

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Internal ID da727075-87b9-4819-a1cb-c85cf6a97c50
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1R,3aR,5aR,5bR,6R,7S,7aR,9S,11aR,11bR,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-6,7,9-triol
SMILES (Canonical) CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5C(C(C4(C3(CC2)C)C)O)O)(C)C)O)C)C
SMILES (Isomeric) CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@@H]4[C@]5(CC[C@@H](C([C@@H]5[C@@H]([C@@H]([C@]4([C@@]3(CC2)C)C)O)O)(C)C)O)C)C
InChI InChI=1S/C30H50O3/c1-17(2)18-11-13-27(5)15-16-29(7)19(22(18)27)9-10-20-28(6)14-12-21(31)26(3,4)24(28)23(32)25(33)30(20,29)8/h18-25,31-33H,1,9-16H2,2-8H3/t18-,19+,20+,21-,22+,23-,24-,25-,27+,28+,29+,30-/m0/s1
InChI Key OCIKTLKJZUGMBU-OOTNHZQNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H50O3
Molecular Weight 458.70 g/mol
Exact Mass 458.37599545 g/mol
Topological Polar Surface Area (TPSA) 60.70 Ų
XlogP 7.60
Atomic LogP (AlogP) 5.97
H-Bond Acceptor 3
H-Bond Donor 3
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,6R,7S,7aR,9S,11aR,11bR,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-6,7,9-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9934 99.34%
Caco-2 - 0.6707 67.07%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.6314 63.14%
OATP2B1 inhibitior - 0.7167 71.67%
OATP1B1 inhibitior + 0.9017 90.17%
OATP1B3 inhibitior + 0.8452 84.52%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior - 0.5450 54.50%
P-glycoprotein inhibitior - 0.7732 77.32%
P-glycoprotein substrate - 0.6720 67.20%
CYP3A4 substrate + 0.6646 66.46%
CYP2C9 substrate - 0.6284 62.84%
CYP2D6 substrate - 0.7127 71.27%
CYP3A4 inhibition - 0.8297 82.97%
CYP2C9 inhibition - 0.8707 87.07%
CYP2C19 inhibition - 0.7523 75.23%
CYP2D6 inhibition - 0.9464 94.64%
CYP1A2 inhibition - 0.8934 89.34%
CYP2C8 inhibition - 0.5570 55.70%
CYP inhibitory promiscuity - 0.8586 85.86%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.6270 62.70%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.9085 90.85%
Skin irritation + 0.5667 56.67%
Skin corrosion - 0.9387 93.87%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4425 44.25%
Micronuclear - 0.9400 94.00%
Hepatotoxicity - 0.7681 76.81%
skin sensitisation - 0.5752 57.52%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.6531 65.31%
Acute Oral Toxicity (c) III 0.4791 47.91%
Estrogen receptor binding + 0.7234 72.34%
Androgen receptor binding + 0.7416 74.16%
Thyroid receptor binding + 0.6121 61.21%
Glucocorticoid receptor binding + 0.6807 68.07%
Aromatase binding + 0.6898 68.98%
PPAR gamma + 0.5285 52.85%
Honey bee toxicity - 0.7528 75.28%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.6200 62.00%
Fish aquatic toxicity + 0.9938 99.38%

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
CHEMBL241 Q14432 Phosphodiesterase 3A 90.99% 92.94%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 90.68% 96.38%
CHEMBL2581 P07339 Cathepsin D 89.62% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.08% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.53% 94.45%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.80% 96.61%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.51% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.36% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.20% 82.69%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.83% 95.89%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 84.68% 91.11%
CHEMBL1937 Q92769 Histone deacetylase 2 84.56% 94.75%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 84.41% 96.09%
CHEMBL259 P32245 Melanocortin receptor 4 84.32% 95.38%
CHEMBL4482 O96013 Serine/threonine-protein kinase PAK 4 83.46% 95.42%
CHEMBL2996 Q05655 Protein kinase C delta 82.86% 97.79%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 81.31% 92.86%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 81.10% 95.58%

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.
Rhoiptelea chiliantha

Cross-Links

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PubChem 101682550
LOTUS LTS0213742
wikiData Q105189393