(1R,3aR,5R,9E,12aS)-1-(2-hydroxypropan-2-yl)-3a,10-dimethyl-6-methylidene-1,2,3,4,5,7,8,11,12,12a-decahydrocyclopenta[11]annulen-5-ol

Details

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Internal ID a26aaba0-db54-4c4d-8095-3e1356e74bac
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Dolabellane and neodolabellane diterpenoids
IUPAC Name (1R,3aR,5R,9E,12aS)-1-(2-hydroxypropan-2-yl)-3a,10-dimethyl-6-methylidene-1,2,3,4,5,7,8,11,12,12a-decahydrocyclopenta[11]annulen-5-ol
SMILES (Canonical) CC1=CCCC(=C)C(CC2(CCC(C2CC1)C(C)(C)O)C)O
SMILES (Isomeric) C/C/1=C\CCC(=C)[C@@H](C[C@]2(CC[C@H]([C@@H]2CC1)C(C)(C)O)C)O
InChI InChI=1S/C20H34O2/c1-14-7-6-8-15(2)18(21)13-20(5)12-11-16(19(3,4)22)17(20)10-9-14/h7,16-18,21-22H,2,6,8-13H2,1,3-5H3/b14-7+/t16-,17+,18-,20-/m1/s1
InChI Key WBINYYYURGZSDP-OJMDBKLWSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C20H34O2
Molecular Weight 306.50 g/mol
Exact Mass 306.255880323 g/mol
Topological Polar Surface Area (TPSA) 40.50 Ų
XlogP 3.80
Atomic LogP (AlogP) 4.62
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,3aR,5R,9E,12aS)-1-(2-hydroxypropan-2-yl)-3a,10-dimethyl-6-methylidene-1,2,3,4,5,7,8,11,12,12a-decahydrocyclopenta[11]annulen-5-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9954 99.54%
Caco-2 + 0.8108 81.08%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability + 0.6000 60.00%
Subcellular localzation Lysosomes 0.4789 47.89%
OATP2B1 inhibitior - 0.8602 86.02%
OATP1B1 inhibitior + 0.9511 95.11%
OATP1B3 inhibitior + 0.8279 82.79%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.6439 64.39%
P-glycoprotein inhibitior - 0.8297 82.97%
P-glycoprotein substrate - 0.8211 82.11%
CYP3A4 substrate + 0.6082 60.82%
CYP2C9 substrate - 0.5811 58.11%
CYP2D6 substrate - 0.7340 73.40%
CYP3A4 inhibition - 0.8494 84.94%
CYP2C9 inhibition - 0.8773 87.73%
CYP2C19 inhibition - 0.8081 80.81%
CYP2D6 inhibition - 0.9461 94.61%
CYP1A2 inhibition - 0.6841 68.41%
CYP2C8 inhibition + 0.5842 58.42%
CYP inhibitory promiscuity - 0.8199 81.99%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8600 86.00%
Carcinogenicity (trinary) Non-required 0.5853 58.53%
Eye corrosion - 0.9806 98.06%
Eye irritation - 0.8710 87.10%
Skin irritation + 0.6356 63.56%
Skin corrosion - 0.9512 95.12%
Ames mutagenesis - 0.8800 88.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3622 36.22%
Micronuclear - 0.9800 98.00%
Hepatotoxicity - 0.6445 64.45%
skin sensitisation + 0.5871 58.71%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.6641 66.41%
Acute Oral Toxicity (c) III 0.6152 61.52%
Estrogen receptor binding - 0.4862 48.62%
Androgen receptor binding + 0.5307 53.07%
Thyroid receptor binding + 0.6469 64.69%
Glucocorticoid receptor binding + 0.7714 77.14%
Aromatase binding + 0.6863 68.63%
PPAR gamma - 0.7686 76.86%
Honey bee toxicity - 0.8648 86.48%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9747 97.47%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.18% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.87% 100.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.44% 91.11%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.86% 92.94%
CHEMBL1871 P10275 Androgen Receptor 88.78% 96.43%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.70% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.87% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.22% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.60% 95.89%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 84.44% 90.93%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.73% 96.61%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.61% 89.00%
CHEMBL1977 P11473 Vitamin D receptor 80.64% 99.43%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.30% 86.33%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 80.22% 94.78%

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.
Aglaia odorata

Cross-Links

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PubChem 101385924
LOTUS LTS0251751
wikiData Q105300780