4-chloro-5-hydroxy-6,6,9a-trimethyl-4,5,5a,7,8,9-hexahydro-1H-benzo[e][2]benzofuran-3-one

Details

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Internal ID 33a74774-6d3e-48c4-a37b-eadcc42f95d2
Taxonomy Organoheterocyclic compounds > Naphthofurans
IUPAC Name 4-chloro-5-hydroxy-6,6,9a-trimethyl-4,5,5a,7,8,9-hexahydro-1H-benzo[e][2]benzofuran-3-one
SMILES (Canonical) CC1(CCCC2(C1C(C(C3=C2COC3=O)Cl)O)C)C
SMILES (Isomeric) CC1(CCCC2(C1C(C(C3=C2COC3=O)Cl)O)C)C
InChI InChI=1S/C15H21ClO3/c1-14(2)5-4-6-15(3)8-7-19-13(18)9(8)10(16)11(17)12(14)15/h10-12,17H,4-7H2,1-3H3
InChI Key WNKDWBUTDKXQFO-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C15H21ClO3
Molecular Weight 284.78 g/mol
Exact Mass 284.1179222 g/mol
Topological Polar Surface Area (TPSA) 46.50 Ų
XlogP 2.80
Atomic LogP (AlogP) 2.65
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-chloro-5-hydroxy-6,6,9a-trimethyl-4,5,5a,7,8,9-hexahydro-1H-benzo[e][2]benzofuran-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9962 99.62%
Caco-2 + 0.8494 84.94%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.7924 79.24%
OATP2B1 inhibitior - 0.8521 85.21%
OATP1B1 inhibitior + 0.8836 88.36%
OATP1B3 inhibitior + 0.9337 93.37%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior + 0.6750 67.50%
BSEP inhibitior - 0.7939 79.39%
P-glycoprotein inhibitior - 0.8026 80.26%
P-glycoprotein substrate - 0.9234 92.34%
CYP3A4 substrate + 0.5898 58.98%
CYP2C9 substrate - 0.7919 79.19%
CYP2D6 substrate - 0.8721 87.21%
CYP3A4 inhibition - 0.8718 87.18%
CYP2C9 inhibition - 0.6991 69.91%
CYP2C19 inhibition - 0.7016 70.16%
CYP2D6 inhibition - 0.8230 82.30%
CYP1A2 inhibition - 0.5537 55.37%
CYP2C8 inhibition - 0.8975 89.75%
CYP inhibitory promiscuity - 0.7096 70.96%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.8713 87.13%
Carcinogenicity (trinary) Non-required 0.4515 45.15%
Eye corrosion - 0.9864 98.64%
Eye irritation - 0.7986 79.86%
Skin irritation - 0.5785 57.85%
Skin corrosion - 0.9161 91.61%
Ames mutagenesis + 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6531 65.31%
Micronuclear - 0.8200 82.00%
Hepatotoxicity + 0.5500 55.00%
skin sensitisation - 0.7257 72.57%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.8059 80.59%
Acute Oral Toxicity (c) III 0.6417 64.17%
Estrogen receptor binding + 0.6461 64.61%
Androgen receptor binding - 0.5204 52.04%
Thyroid receptor binding + 0.5765 57.65%
Glucocorticoid receptor binding + 0.6968 69.68%
Aromatase binding - 0.5365 53.65%
PPAR gamma + 0.7284 72.84%
Honey bee toxicity - 0.8260 82.60%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 1.0000 100.00%

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 96.38% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.73% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.09% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.28% 95.56%
CHEMBL2581 P07339 Cathepsin D 88.46% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.47% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.35% 96.77%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.15% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.84% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.41% 82.69%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.24% 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.
Makinoa crispata

Cross-Links

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PubChem 14563808
LOTUS LTS0238787
wikiData Q105309126