(Z)-2-[2-[(1R,4aS,6R,8aS)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]but-2-ene-1,4-diol

Details

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Internal ID 66f1e626-a148-4815-875c-55cd9bcb77cf
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name (Z)-2-[2-[(1R,4aS,6R,8aS)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]but-2-ene-1,4-diol
SMILES (Canonical) CC1(C2CCC(=C)C(C2(CCC1O)C)CCC(=CCO)CO)C
SMILES (Isomeric) C[C@@]12CC[C@H](C([C@H]1CCC(=C)[C@H]2CC/C(=C/CO)/CO)(C)C)O
InChI InChI=1S/C20H34O3/c1-14-5-8-17-19(2,3)18(23)9-11-20(17,4)16(14)7-6-15(13-22)10-12-21/h10,16-18,21-23H,1,5-9,11-13H2,2-4H3/b15-10-/t16-,17-,18-,20+/m1/s1
InChI Key NUKBVGXOJRJZCO-WMRCICMRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H34O3
Molecular Weight 322.50 g/mol
Exact Mass 322.25079494 g/mol
Topological Polar Surface Area (TPSA) 60.70 Ų
XlogP 3.30
Atomic LogP (AlogP) 3.45
H-Bond Acceptor 3
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (Z)-2-[2-[(1R,4aS,6R,8aS)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]but-2-ene-1,4-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9916 99.16%
Caco-2 + 0.7230 72.30%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.5968 59.68%
OATP2B1 inhibitior - 0.8608 86.08%
OATP1B1 inhibitior + 0.8948 89.48%
OATP1B3 inhibitior + 0.9487 94.87%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6134 61.34%
BSEP inhibitior - 0.5000 50.00%
P-glycoprotein inhibitior - 0.7956 79.56%
P-glycoprotein substrate - 0.7967 79.67%
CYP3A4 substrate + 0.6470 64.70%
CYP2C9 substrate - 0.6284 62.84%
CYP2D6 substrate - 0.7222 72.22%
CYP3A4 inhibition - 0.6718 67.18%
CYP2C9 inhibition - 0.8889 88.89%
CYP2C19 inhibition - 0.8517 85.17%
CYP2D6 inhibition - 0.9200 92.00%
CYP1A2 inhibition - 0.9185 91.85%
CYP2C8 inhibition - 0.6958 69.58%
CYP inhibitory promiscuity - 0.8205 82.05%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6883 68.83%
Eye corrosion - 0.9882 98.82%
Eye irritation - 0.8422 84.22%
Skin irritation - 0.6970 69.70%
Skin corrosion - 0.9639 96.39%
Ames mutagenesis - 0.7570 75.70%
Human Ether-a-go-go-Related Gene inhibition - 0.3899 38.99%
Micronuclear - 0.9500 95.00%
Hepatotoxicity - 0.7476 74.76%
skin sensitisation - 0.6336 63.36%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.8659 86.59%
Acute Oral Toxicity (c) III 0.7601 76.01%
Estrogen receptor binding + 0.6734 67.34%
Androgen receptor binding + 0.5809 58.09%
Thyroid receptor binding + 0.6511 65.11%
Glucocorticoid receptor binding + 0.7776 77.76%
Aromatase binding + 0.5568 55.68%
PPAR gamma + 0.5516 55.16%
Honey bee toxicity - 0.8360 83.60%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9838 98.38%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.87% 91.11%
CHEMBL1977 P11473 Vitamin D receptor 92.32% 99.43%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.06% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 88.54% 95.93%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.37% 82.69%
CHEMBL221 P23219 Cyclooxygenase-1 87.27% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.25% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.81% 94.45%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.23% 95.50%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.31% 97.25%
CHEMBL1871 P10275 Androgen Receptor 80.80% 96.43%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.22% 95.89%

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.
Tectona grandis

Cross-Links

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PubChem 101967034
LOTUS LTS0135876
wikiData Q105185917