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3-[[(4aS,5R,6R,8aS)-6-bromo-5,8a-dimethyl-2-methylidene-5-(4-methylpent-3-enyl)-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]methyl]-5-bromo-4-hydroxybenzoic acid

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID cac840e0-6558-4383-a137-63e9e4ca7820
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name 3-[[(4aS,5R,6R,8aS)-6-bromo-5,8a-dimethyl-2-methylidene-5-(4-methylpent-3-enyl)-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]methyl]-5-bromo-4-hydroxybenzoic acid
SMILES (Canonical) CC(=CCCC1(C2CCC(=C)C(C2(CCC1Br)C)CC3=C(C(=CC(=C3)C(=O)O)Br)O)C)C
SMILES (Isomeric) CC(=CCC[C@@]1([C@H]2CCC(=C)C([C@@]2(CC[C@H]1Br)C)CC3=C(C(=CC(=C3)C(=O)O)Br)O)C)C
InChI InChI=1S/C27H36Br2O3/c1-16(2)7-6-11-27(5)22-9-8-17(3)20(26(22,4)12-10-23(27)29)14-18-13-19(25(31)32)15-21(28)24(18)30/h7,13,15,20,22-23,30H,3,6,8-12,14H2,1-2,4-5H3,(H,31,32)/t20?,22-,23+,26-,27+/m0/s1
InChI Key JGBUIUFDBKKZNT-SMLBLDIOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H36Br2O3
Molecular Weight 568.40 g/mol
Exact Mass 568.10107 g/mol
Topological Polar Surface Area (TPSA) 57.50 Ų
XlogP 8.30
Atomic LogP (AlogP) 8.29
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[[(4aS,5R,6R,8aS)-6-bromo-5,8a-dimethyl-2-methylidene-5-(4-methylpent-3-enyl)-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]methyl]-5-bromo-4-hydroxybenzoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9974 99.74%
Caco-2 - 0.6268 62.68%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability + 0.5857 58.57%
Subcellular localzation Mitochondria 0.8352 83.52%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8500 85.00%
OATP1B3 inhibitior + 0.8579 85.79%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.8897 88.97%
P-glycoprotein inhibitior + 0.5997 59.97%
P-glycoprotein substrate - 0.6342 63.42%
CYP3A4 substrate + 0.6770 67.70%
CYP2C9 substrate - 0.6306 63.06%
CYP2D6 substrate - 0.8634 86.34%
CYP3A4 inhibition - 0.7586 75.86%
CYP2C9 inhibition + 0.5000 50.00%
CYP2C19 inhibition - 0.6663 66.63%
CYP2D6 inhibition - 0.8930 89.30%
CYP1A2 inhibition - 0.6359 63.59%
CYP2C8 inhibition + 0.6515 65.15%
CYP inhibitory promiscuity - 0.5636 56.36%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8294 82.94%
Carcinogenicity (trinary) Non-required 0.5843 58.43%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9115 91.15%
Skin irritation - 0.6937 69.37%
Skin corrosion - 0.9509 95.09%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9171 91.71%
Micronuclear - 0.8500 85.00%
Hepatotoxicity + 0.5201 52.01%
skin sensitisation - 0.6432 64.32%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.6989 69.89%
Acute Oral Toxicity (c) III 0.6307 63.07%
Estrogen receptor binding + 0.7995 79.95%
Androgen receptor binding + 0.6974 69.74%
Thyroid receptor binding + 0.6602 66.02%
Glucocorticoid receptor binding + 0.8409 84.09%
Aromatase binding + 0.7712 77.12%
PPAR gamma - 0.4844 48.44%
Honey bee toxicity - 0.8539 85.39%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6900 69.00%
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 97.93% 91.11%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 91.64% 89.34%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.27% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.75% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.28% 86.33%
CHEMBL2581 P07339 Cathepsin D 87.51% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 86.55% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.46% 95.89%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 85.70% 98.75%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.35% 90.71%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.37% 93.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.31% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.78% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 82.11% 90.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.54% 92.62%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.84% 91.07%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.81% 95.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.56% 95.89%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 80.50% 90.24%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.34% 99.23%

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.
There are no matching plants.

Cross-Links

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PubChem 163190282
LOTUS LTS0012928
wikiData Q105127196