7-Dehydroabietanone

Details

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Internal ID 48200ba7-46e3-4950-8587-16b96bfc9c90
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name (4aS,10aS)-1,1,4a-trimethyl-7-propan-2-yl-3,4,10,10a-tetrahydro-2H-phenanthren-9-one
SMILES (Canonical) CC(C)C1=CC2=C(C=C1)C3(CCCC(C3CC2=O)(C)C)C
SMILES (Isomeric) CC(C)C1=CC2=C(C=C1)[C@]3(CCCC([C@@H]3CC2=O)(C)C)C
InChI InChI=1S/C20H28O/c1-13(2)14-7-8-16-15(11-14)17(21)12-18-19(3,4)9-6-10-20(16,18)5/h7-8,11,13,18H,6,9-10,12H2,1-5H3/t18-,20+/m0/s1
InChI Key ISHVJVXYPLFKAL-AZUAARDMSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C20H28O
Molecular Weight 284.40 g/mol
Exact Mass 284.214015512 g/mol
Topological Polar Surface Area (TPSA) 17.10 Ų
XlogP 6.00
Atomic LogP (AlogP) 5.48
H-Bond Acceptor 1
H-Bond Donor 0
Rotatable Bonds 1

Synonyms

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CHEBI:70574
Abieta-8,11,13-trien-7-one
7-Dehyroabietanone
dehydroabieta-7-one
CHEMBL428568
SCHEMBL3706021
Q27138906
(4aS,10aS)-1,1,4a-trimethyl-7-propan-2-yl-3,4,10,10a-tetrahydro-2H-phenanthren-9-one

2D Structure

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2D Structure of 7-Dehydroabietanone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 + 0.8710 87.10%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability + 0.6000 60.00%
Subcellular localzation Mitochondria 0.6594 65.94%
OATP2B1 inhibitior - 0.8609 86.09%
OATP1B1 inhibitior + 0.9341 93.41%
OATP1B3 inhibitior + 0.9809 98.09%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior - 0.4585 45.85%
P-glycoprotein inhibitior - 0.8062 80.62%
P-glycoprotein substrate - 0.7771 77.71%
CYP3A4 substrate + 0.5306 53.06%
CYP2C9 substrate - 0.7778 77.78%
CYP2D6 substrate - 0.7589 75.89%
CYP3A4 inhibition - 0.8689 86.89%
CYP2C9 inhibition - 0.6691 66.91%
CYP2C19 inhibition - 0.6642 66.42%
CYP2D6 inhibition - 0.9356 93.56%
CYP1A2 inhibition - 0.6643 66.43%
CYP2C8 inhibition - 0.8412 84.12%
CYP inhibitory promiscuity - 0.9103 91.03%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8500 85.00%
Carcinogenicity (trinary) Non-required 0.6153 61.53%
Eye corrosion - 0.9385 93.85%
Eye irritation - 0.9149 91.49%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9355 93.55%
Ames mutagenesis - 0.7900 79.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6489 64.89%
Micronuclear - 0.9741 97.41%
Hepatotoxicity + 0.5273 52.73%
skin sensitisation + 0.5863 58.63%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity - 0.5333 53.33%
Mitochondrial toxicity - 0.6875 68.75%
Nephrotoxicity - 0.7703 77.03%
Acute Oral Toxicity (c) III 0.7478 74.78%
Estrogen receptor binding + 0.6366 63.66%
Androgen receptor binding + 0.5615 56.15%
Thyroid receptor binding + 0.6971 69.71%
Glucocorticoid receptor binding - 0.5115 51.15%
Aromatase binding + 0.5441 54.41%
PPAR gamma + 0.8526 85.26%
Honey bee toxicity - 0.6613 66.13%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9849 98.49%

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 97.82% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.76% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.28% 95.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.68% 82.69%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 91.33% 90.71%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 89.85% 93.40%
CHEMBL3192 Q9BY41 Histone deacetylase 8 88.48% 93.99%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.30% 96.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 88.21% 96.38%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.18% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.04% 97.25%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 87.19% 94.80%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 87.14% 99.15%
CHEMBL1937 Q92769 Histone deacetylase 2 86.11% 94.75%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.69% 96.77%
CHEMBL2535 P11166 Glucose transporter 84.61% 98.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.29% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.70% 93.04%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 82.43% 85.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.14% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.70% 86.33%

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.
Ammodendron karelinii
Anacyclus pyrethrum
Aster tataricus
Brachylaena perrieri
Breonia chinensis
Buglossoides arvensis
Callicarpa pilosissima
Campylotropis hirtella
Ceropegia dichotoma
Crinum jagus
Crinum moorei
Crotalaria candicans
Cryptomeria japonica
Cuscuta australis
Dendrobium loddigesii
Diplotropis ferruginea
Distephanus angulifolius
Elettaria cardamomum
Eucalyptus apodophylla
Eucalyptus viminalis
Euphrasia regelii
Fraxinus sieboldiana
Glycosmis macrophylla
Gypsophila perfoliata
Hortonia angustifolia
Hypericum polyanthemum
Julbernardia globiflora
Juniperus chinensis
Juniperus drupacea
Laggera crispata
Lophostemon confertus
Loropetalum chinense
Medicosma fareana
Mentha × gentilis
Mentha longifolia subsp. longifolia
Miliusa balansae
Mimusops laurifolia
Myrrhis odorata
Ononis spinosa
Orbivestus karaguensis
Othonna macrophylla
Pentachondra pumila
Pentaclethra macrophylla
Periploca sepium
Phagnalon rupestre
Phlomoides ostrowskiana
Phlox paniculata
Piliostigma thonningii
Pimpinella peregrina
Pinalia japonica
Pinus monticola
Plectranthus hereroensis
Pterocaulon virgatum
Rhodiola semenovii
Salix petiolaris
Salvia broussonetii
Salvia lanigera
Salvia pisidica
Salvia sessei
Scutellaria baicalensis
Solanum crinitum
Sonneratia caseolaris
Stephania zippeliana
Tubocapsicum anomalum
Uncaria longiflora
Ursinia speciosa
Veronica polita

Cross-Links

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PubChem 11289118
NPASS NPC219573
ChEMBL CHEMBL428568
LOTUS LTS0033826
wikiData Q27138906