3a,8-Bis(hydroxymethyl)-5a,5b,8,11a-tetramethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-ol

Details

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Internal ID b82b52e4-167e-4461-b405-33860fb66ceb
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 3a,8-bis(hydroxymethyl)-5a,5b,8,11a-tetramethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-ol
SMILES (Canonical) CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)CO)O)C)CO
SMILES (Isomeric) CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)CO)O)C)CO
InChI InChI=1S/C30H50O3/c1-19(2)20-9-14-30(18-32)16-15-28(5)21(25(20)30)7-8-23-26(3)12-11-24(33)27(4,17-31)22(26)10-13-29(23,28)6/h20-25,31-33H,1,7-18H2,2-6H3
InChI Key PHMKDBZGQWXPAZ-UHFFFAOYSA-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 3

Synonyms

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84414-40-4

2D Structure

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2D Structure of 3a,8-Bis(hydroxymethyl)-5a,5b,8,11a-tetramethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9816 98.16%
Caco-2 - 0.6019 60.19%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Lysosomes 0.6534 65.34%
OATP2B1 inhibitior - 0.5773 57.73%
OATP1B1 inhibitior + 0.9374 93.74%
OATP1B3 inhibitior + 0.9381 93.81%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6869 68.69%
BSEP inhibitior + 0.7429 74.29%
P-glycoprotein inhibitior - 0.8269 82.69%
P-glycoprotein substrate - 0.6331 63.31%
CYP3A4 substrate + 0.6757 67.57%
CYP2C9 substrate - 0.6284 62.84%
CYP2D6 substrate - 0.7222 72.22%
CYP3A4 inhibition - 0.8852 88.52%
CYP2C9 inhibition - 0.8619 86.19%
CYP2C19 inhibition - 0.8464 84.64%
CYP2D6 inhibition - 0.9284 92.84%
CYP1A2 inhibition - 0.9082 90.82%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.8258 82.58%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6320 63.20%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9168 91.68%
Skin irritation - 0.6017 60.17%
Skin corrosion - 0.9545 95.45%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7009 70.09%
Micronuclear - 0.9700 97.00%
Hepatotoxicity - 0.7750 77.50%
skin sensitisation - 0.8308 83.08%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity + 0.5793 57.93%
Acute Oral Toxicity (c) III 0.4096 40.96%
Estrogen receptor binding + 0.7927 79.27%
Androgen receptor binding + 0.7841 78.41%
Thyroid receptor binding + 0.5758 57.58%
Glucocorticoid receptor binding + 0.7510 75.10%
Aromatase binding + 0.7260 72.60%
PPAR gamma + 0.5610 56.10%
Honey bee toxicity - 0.7599 75.99%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9718 97.18%

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
CHEMBL233 P35372 Mu opioid receptor 93.86% 97.93%
CHEMBL218 P21554 Cannabinoid CB1 receptor 93.53% 96.61%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 91.14% 96.38%
CHEMBL2815 P04629 Nerve growth factor receptor Trk-A 89.08% 87.16%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.95% 97.25%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 88.94% 92.86%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.97% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.37% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.28% 94.45%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.64% 92.94%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 86.25% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 85.86% 94.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.04% 97.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.96% 96.95%
CHEMBL4040 P28482 MAP kinase ERK2 84.93% 83.82%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.92% 95.89%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.71% 95.50%
CHEMBL204 P00734 Thrombin 83.20% 96.01%
CHEMBL4482 O96013 Serine/threonine-protein kinase PAK 4 82.72% 95.42%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.27% 82.69%
CHEMBL2996 Q05655 Protein kinase C delta 82.09% 97.79%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.47% 93.04%
CHEMBL259 P32245 Melanocortin receptor 4 80.20% 95.38%

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.
Chaenomeles sinensis
Sorbus decora

Cross-Links

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PubChem 14605680
LOTUS LTS0182198
wikiData Q105209095