(E)-5-[(1R,4aS,6S,7S,8aS)-6,7-dihydroxy-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpent-2-enal

Details

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Internal ID 0e7fa86f-f234-42de-a4d1-1eb86386113d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name (E)-5-[(1R,4aS,6S,7S,8aS)-6,7-dihydroxy-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpent-2-enal
SMILES (Canonical) CC1=CCC2C(C(C(CC2(C1CCC(=CC=O)C)C)O)O)(C)C
SMILES (Isomeric) CC1=CC[C@H]2[C@]([C@@H]1CC/C(=C/C=O)/C)(C[C@@H]([C@H](C2(C)C)O)O)C
InChI InChI=1S/C20H32O3/c1-13(10-11-21)6-8-15-14(2)7-9-17-19(3,4)18(23)16(22)12-20(15,17)5/h7,10-11,15-18,22-23H,6,8-9,12H2,1-5H3/b13-10+/t15-,16+,17-,18-,20+/m1/s1
InChI Key KQYCLDHQGYRDHM-IHKOOHSLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H32O3
Molecular Weight 320.50 g/mol
Exact Mass 320.23514488 g/mol
Topological Polar Surface Area (TPSA) 57.50 Ų
XlogP 3.50
Atomic LogP (AlogP) 3.65
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (E)-5-[(1R,4aS,6S,7S,8aS)-6,7-dihydroxy-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpent-2-enal

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9953 99.53%
Caco-2 + 0.6996 69.96%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.8242 82.42%
OATP2B1 inhibitior - 0.8649 86.49%
OATP1B1 inhibitior + 0.8729 87.29%
OATP1B3 inhibitior + 0.9753 97.53%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.6324 63.24%
P-glycoprotein inhibitior - 0.7978 79.78%
P-glycoprotein substrate - 0.7243 72.43%
CYP3A4 substrate + 0.6123 61.23%
CYP2C9 substrate - 0.7890 78.90%
CYP2D6 substrate - 0.8623 86.23%
CYP3A4 inhibition - 0.7059 70.59%
CYP2C9 inhibition - 0.8548 85.48%
CYP2C19 inhibition - 0.7710 77.10%
CYP2D6 inhibition - 0.9492 94.92%
CYP1A2 inhibition - 0.9207 92.07%
CYP2C8 inhibition - 0.7223 72.23%
CYP inhibitory promiscuity - 0.8634 86.34%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6726 67.26%
Eye corrosion - 0.9937 99.37%
Eye irritation - 0.9777 97.77%
Skin irritation + 0.5439 54.39%
Skin corrosion - 0.9571 95.71%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6937 69.37%
Micronuclear - 0.9300 93.00%
Hepatotoxicity - 0.6765 67.65%
skin sensitisation + 0.4915 49.15%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.6037 60.37%
Acute Oral Toxicity (c) III 0.7034 70.34%
Estrogen receptor binding + 0.6720 67.20%
Androgen receptor binding - 0.5323 53.23%
Thyroid receptor binding + 0.6151 61.51%
Glucocorticoid receptor binding + 0.7603 76.03%
Aromatase binding - 0.5182 51.82%
PPAR gamma + 0.5189 51.89%
Honey bee toxicity - 0.8784 87.84%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9902 99.02%

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 95.77% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.72% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.35% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.28% 100.00%
CHEMBL2581 P07339 Cathepsin D 86.02% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 82.24% 94.73%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.49% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.40% 97.09%
CHEMBL4040 P28482 MAP kinase ERK2 80.43% 83.82%

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.
Baccharis paniculata

Cross-Links

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PubChem 163104765
LOTUS LTS0201972
wikiData Q105144861