[3a-(Hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-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-yl] acetate

Details

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Internal ID bb1cd8f8-6672-40e1-8641-f9c204017cab
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [3a-(hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-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-yl] acetate
SMILES (Canonical) CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)OC(=O)C)C)CO
SMILES (Isomeric) CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)OC(=O)C)C)CO
InChI InChI=1S/C32H52O3/c1-20(2)22-11-16-32(19-33)18-17-30(7)23(27(22)32)9-10-25-29(6)14-13-26(35-21(3)34)28(4,5)24(29)12-15-31(25,30)8/h22-27,33H,1,9-19H2,2-8H3
InChI Key XUDTWJGGQFHXCR-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H52O3
Molecular Weight 484.80 g/mol
Exact Mass 484.39164552 g/mol
Topological Polar Surface Area (TPSA) 46.50 Ų
XlogP 8.90
Atomic LogP (AlogP) 7.57
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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AKOS000588963
AKOS030484561
PD143239

2D Structure

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2D Structure of [3a-(Hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-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-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9942 99.42%
Caco-2 - 0.6537 65.37%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8480 84.80%
OATP2B1 inhibitior - 0.7095 70.95%
OATP1B1 inhibitior + 0.8862 88.62%
OATP1B3 inhibitior - 0.2197 21.97%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior + 0.6000 60.00%
BSEP inhibitior + 0.5977 59.77%
P-glycoprotein inhibitior - 0.6284 62.84%
P-glycoprotein substrate - 0.7089 70.89%
CYP3A4 substrate + 0.7069 70.69%
CYP2C9 substrate - 0.8092 80.92%
CYP2D6 substrate - 0.8657 86.57%
CYP3A4 inhibition - 0.7454 74.54%
CYP2C9 inhibition - 0.6358 63.58%
CYP2C19 inhibition - 0.7739 77.39%
CYP2D6 inhibition - 0.9363 93.63%
CYP1A2 inhibition - 0.8497 84.97%
CYP2C8 inhibition + 0.6004 60.04%
CYP inhibitory promiscuity - 0.7104 71.04%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5959 59.59%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.8837 88.37%
Skin irritation - 0.5585 55.85%
Skin corrosion - 0.9698 96.98%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3933 39.33%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.8473 84.73%
skin sensitisation - 0.7643 76.43%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity + 0.4544 45.44%
Acute Oral Toxicity (c) III 0.7787 77.87%
Estrogen receptor binding + 0.7404 74.04%
Androgen receptor binding + 0.7634 76.34%
Thyroid receptor binding + 0.5397 53.97%
Glucocorticoid receptor binding + 0.7122 71.22%
Aromatase binding + 0.7032 70.32%
PPAR gamma + 0.6239 62.39%
Honey bee toxicity - 0.6898 68.98%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9972 99.72%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.41% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.48% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.50% 97.25%
CHEMBL233 P35372 Mu opioid receptor 89.30% 97.93%
CHEMBL340 P08684 Cytochrome P450 3A4 88.50% 91.19%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.24% 96.61%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 87.30% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.24% 82.69%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.78% 96.95%
CHEMBL2581 P07339 Cathepsin D 85.55% 98.95%
CHEMBL204 P00734 Thrombin 85.37% 96.01%
CHEMBL4040 P28482 MAP kinase ERK2 84.33% 83.82%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.30% 92.94%
CHEMBL2996 Q05655 Protein kinase C delta 84.17% 97.79%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.92% 92.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.52% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.00% 95.89%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.98% 100.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 82.87% 91.11%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.40% 95.50%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 82.35% 96.38%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 82.04% 82.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.98% 95.89%
CHEMBL202 P00374 Dihydrofolate reductase 81.47% 89.92%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.24% 97.09%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.75% 94.33%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.56% 93.04%

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.
Diospyros maritima
Helicteres angustifolia
Rhododendron formosanum
Rhodomyrtus tomentosa

Cross-Links

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PubChem 3129301
LOTUS LTS0222843
wikiData Q105342147