PlantaeDB Logo
Login Sign-up

(1R,3aR,5aS,5bR,7aR,9S,11aR,11bR,13aR,13bS)-5a-(hydroxymethyl)-3a,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-ol

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

Top
Internal ID 381986bd-975a-4c5c-87dc-e47e50490976
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1R,3aR,5aS,5bR,7aR,9S,11aR,11bR,13aR,13bS)-5a-(hydroxymethyl)-3a,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-ol
SMILES (Canonical) CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)CO)C)(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]5CC[C@]4([C@@]3(CC2)CO)C)(C)C)O)C)C
InChI InChI=1S/C30H50O2/c1-19(2)20-10-13-27(5)16-17-30(18-31)21(25(20)27)8-9-23-28(6)14-12-24(32)26(3,4)22(28)11-15-29(23,30)7/h20-25,31-32H,1,8-18H2,2-7H3/t20-,21+,22-,23+,24-,25-,27+,28-,29+,30-/m0/s1
InChI Key XHOGEOQSRLNKKB-MZRWFWSJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C30H50O2
Molecular Weight 442.70 g/mol
Exact Mass 442.381080833 g/mol
Topological Polar Surface Area (TPSA) 40.50 Ų
XlogP 8.50
Atomic LogP (AlogP) 7.00
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (1R,3aR,5aS,5bR,7aR,9S,11aR,11bR,13aR,13bS)-5a-(hydroxymethyl)-3a,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-ol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9958 99.58%
Caco-2 - 0.5658 56.58%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Lysosomes 0.4831 48.31%
OATP2B1 inhibitior - 0.7186 71.86%
OATP1B1 inhibitior + 0.9030 90.30%
OATP1B3 inhibitior + 0.9480 94.80%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6385 63.85%
BSEP inhibitior + 0.6014 60.14%
P-glycoprotein inhibitior - 0.8411 84.11%
P-glycoprotein substrate - 0.7779 77.79%
CYP3A4 substrate + 0.6835 68.35%
CYP2C9 substrate - 0.6284 62.84%
CYP2D6 substrate - 0.7222 72.22%
CYP3A4 inhibition - 0.8309 83.09%
CYP2C9 inhibition - 0.9071 90.71%
CYP2C19 inhibition - 0.9026 90.26%
CYP2D6 inhibition - 0.9297 92.97%
CYP1A2 inhibition - 0.9045 90.45%
CYP2C8 inhibition + 0.4839 48.39%
CYP inhibitory promiscuity - 0.6441 64.41%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6609 66.09%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.8952 89.52%
Skin irritation - 0.6073 60.73%
Skin corrosion - 0.9611 96.11%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4546 45.46%
Micronuclear - 0.9700 97.00%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.6442 64.42%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.7292 72.92%
Acute Oral Toxicity (c) III 0.7441 74.41%
Estrogen receptor binding + 0.7927 79.27%
Androgen receptor binding + 0.7733 77.33%
Thyroid receptor binding + 0.5461 54.61%
Glucocorticoid receptor binding + 0.8153 81.53%
Aromatase binding + 0.7083 70.83%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.6942 69.42%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9839 98.39%

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
CHEMBL218 P21554 Cannabinoid CB1 receptor 96.94% 96.61%
CHEMBL4482 O96013 Serine/threonine-protein kinase PAK 4 95.63% 95.42%
CHEMBL221 P23219 Cyclooxygenase-1 94.26% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.99% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.02% 96.09%
CHEMBL2996 Q05655 Protein kinase C delta 92.07% 97.79%
CHEMBL233 P35372 Mu opioid receptor 92.00% 97.93%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.30% 92.94%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 90.26% 96.38%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.01% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.65% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.97% 97.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.63% 96.95%
CHEMBL237 P41145 Kappa opioid receptor 87.40% 98.10%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.98% 100.00%
CHEMBL2581 P07339 Cathepsin D 85.87% 98.95%
CHEMBL206 P03372 Estrogen receptor alpha 84.64% 97.64%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 84.39% 91.11%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.09% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 83.10% 95.93%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.77% 95.50%
CHEMBL204 P00734 Thrombin 82.29% 96.01%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 82.15% 97.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.82% 92.62%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.79% 100.00%

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.
Bersama swinnyi

Cross-Links

Top
PubChem 163057460
LOTUS LTS0078088
wikiData Q105328228