(1R,3aR,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-1-(3-hydroxyprop-1-en-2-yl)-3a,5a,5b,8,8,11a-hexamethyl-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1H-cyclopenta[a]chrysen-9-one

Details

Top
Internal ID 7c539add-a0b1-4964-a63f-8d69c6a9854d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1R,3aR,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-1-(3-hydroxyprop-1-en-2-yl)-3a,5a,5b,8,8,11a-hexamethyl-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1H-cyclopenta[a]chrysen-9-one
SMILES (Canonical) CC1(C2CCC3(C(C2(CCC1=O)C)CCC4C3(CCC5(C4C(CC5)C(=C)CO)C)C)C)C
SMILES (Isomeric) C[C@]12CC[C@H]([C@H]1[C@H]3CC[C@@H]4[C@]5(CCC(=O)C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)C)C(=C)CO
InChI InChI=1S/C30H48O2/c1-19(18-31)20-10-13-27(4)16-17-29(6)21(25(20)27)8-9-23-28(5)14-12-24(32)26(2,3)22(28)11-15-30(23,29)7/h20-23,25,31H,1,8-18H2,2-7H3/t20-,21+,22-,23+,25-,27+,28-,29+,30+/m0/s1
InChI Key ZUBZPUNHXGLZSQ-MUZFUWECSA-N
Popularity 3 references in papers

Physical and Chemical Properties

Top
Molecular Formula C30H48O2
Molecular Weight 440.70 g/mol
Exact Mass 440.365430770 g/mol
Topological Polar Surface Area (TPSA) 37.30 Ų
XlogP 8.30
Atomic LogP (AlogP) 7.21
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (1R,3aR,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-1-(3-hydroxyprop-1-en-2-yl)-3a,5a,5b,8,8,11a-hexamethyl-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1H-cyclopenta[a]chrysen-9-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9956 99.56%
Caco-2 - 0.5551 55.51%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.6456 64.56%
OATP2B1 inhibitior - 0.7161 71.61%
OATP1B1 inhibitior + 0.8942 89.42%
OATP1B3 inhibitior + 0.8597 85.97%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.6408 64.08%
BSEP inhibitior + 0.8765 87.65%
P-glycoprotein inhibitior - 0.7139 71.39%
P-glycoprotein substrate - 0.7823 78.23%
CYP3A4 substrate + 0.6558 65.58%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8045 80.45%
CYP3A4 inhibition - 0.8604 86.04%
CYP2C9 inhibition - 0.8488 84.88%
CYP2C19 inhibition - 0.7879 78.79%
CYP2D6 inhibition - 0.9317 93.17%
CYP1A2 inhibition - 0.8271 82.71%
CYP2C8 inhibition - 0.5660 56.60%
CYP inhibitory promiscuity - 0.7327 73.27%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6215 62.15%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9206 92.06%
Skin irritation - 0.5148 51.48%
Skin corrosion - 0.9666 96.66%
Ames mutagenesis - 0.6324 63.24%
Human Ether-a-go-go-Related Gene inhibition - 0.4258 42.58%
Micronuclear - 0.9700 97.00%
Hepatotoxicity - 0.8348 83.48%
skin sensitisation - 0.6239 62.39%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity + 0.6688 66.88%
Acute Oral Toxicity (c) III 0.8791 87.91%
Estrogen receptor binding + 0.7510 75.10%
Androgen receptor binding + 0.7790 77.90%
Thyroid receptor binding + 0.6468 64.68%
Glucocorticoid receptor binding + 0.8457 84.57%
Aromatase binding + 0.7066 70.66%
PPAR gamma + 0.6445 64.45%
Honey bee toxicity - 0.7801 78.01%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9899 98.99%

Targets

Top

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 92.34% 94.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.81% 94.45%
CHEMBL2581 P07339 Cathepsin D 90.24% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.72% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.15% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.11% 96.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 87.98% 96.38%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.77% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.62% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.57% 92.94%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 86.19% 91.11%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.56% 91.24%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.66% 95.56%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.08% 93.04%
CHEMBL204 P00734 Thrombin 81.32% 96.01%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.60% 93.03%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.24% 95.89%
CHEMBL259 P32245 Melanocortin receptor 4 80.13% 95.38%

Plants that contains it

Top
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.
Cassipourea madagascariensis
Elaeodendron croceum

Cross-Links

Top
PubChem 15038288
LOTUS LTS0150152
wikiData Q105383493