[(1R,4R)-4-bromo-1-[[(1R,4R,5S,6S,9R)-9-bromo-6-methyl-10-oxo-11-oxatricyclo[4.3.2.01,5]undecan-4-yl]methyl]-3,3-dimethylcyclohexyl] acetate

Details

• Internal ID: 2192ea95-6a30-48c1-8210-59f343ec30dc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(1R,4R)-4-bromo-1-[[(1R,4R,5S,6S,9R)-9-bromo-6-methyl-10-oxo-11-oxatricyclo[4.3.2.01,5]undecan-4-yl]methyl]-3,3-dimethylcyclohexyl] acetate
• SMILES (Canonical): CC(=O)OC1(CCC(C(C1)(C)C)Br)CC2CCC34C2C(CCC3Br)(OC4=O)C
• SMILES (Isomeric): CC(=O)O[C@]1(CC[C@H](C(C1)(C)C)Br)C[C@H]2CC[C@]34[C@H]2[C@](CC[C@H]3Br)(OC4=O)C
• InChI: InChI=1S/C22H32Br2O4/c1-13(25)27-21(9-7-15(23)19(2,3)12-21)11-14-5-10-22-16(24)6-8-20(4,17(14)22)28-18(22)26/h14-17H,5-12H2,1-4H3/t14-,15-,16-,17-,20+,21-,22-/m1/s1
• InChI Key: SJYSXOUMHQMJSR-LHGAXIIMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂Br₂O₄
• Molecular Weight: 520.30 g/mol
• Exact Mass: 520.06469 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.54
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9896	98.96%
Caco-2	+	0.5472	54.72%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5442	54.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8917	89.17%
OATP1B3 inhibitior	+	0.9316	93.16%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6435	64.35%
P-glycoprotein inhibitior	-	0.5290	52.90%
P-glycoprotein substrate	-	0.7484	74.84%
CYP3A4 substrate	+	0.6447	64.47%
CYP2C9 substrate	-	0.7953	79.53%
CYP2D6 substrate	-	0.8474	84.74%
CYP3A4 inhibition	-	0.8498	84.98%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	-	0.7801	78.01%
CYP2D6 inhibition	-	0.9274	92.74%
CYP1A2 inhibition	-	0.8821	88.21%
CYP2C8 inhibition	-	0.5950	59.50%
CYP inhibitory promiscuity	-	0.8511	85.11%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8772	87.72%
Carcinogenicity (trinary)	Non-required	0.5799	57.99%
Eye corrosion	-	0.9804	98.04%
Eye irritation	-	0.9379	93.79%
Skin irritation	-	0.6959	69.59%
Skin corrosion	-	0.8792	87.92%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3700	37.00%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.6807	68.07%
skin sensitisation	-	0.8157	81.57%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.6721	67.21%
Acute Oral Toxicity (c)	III	0.6439	64.39%
Estrogen receptor binding	+	0.8326	83.26%
Androgen receptor binding	+	0.7374	73.74%
Thyroid receptor binding	+	0.7421	74.21%
Glucocorticoid receptor binding	+	0.8242	82.42%
Aromatase binding	+	0.7412	74.12%
PPAR gamma	-	0.5547	55.47%
Honey bee toxicity	-	0.8808	88.08%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5450	54.50%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.89%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.65%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.15%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.91%	97.25%
CHEMBL2581	P07339	Cathepsin D	91.31%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.62%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.53%	89.00%

Plants that contains it

• Anacyclus monanthos
• Arum palaestinum
• Astragalus siculus
• Caulophyllum robustum
• Corydalis balansae
• Euphorbia cuneata
• Guizotia scabra
• Hakea trifurcata
• Mikania cordifolia
• Prunus speciosa
• Raoulia australis
• Senecio chionophilus
• Terminalia brachystemma
• Ulmus glabra

Cross-Links

• PubChem: 46703591
• NPASS: NPC175260
• LOTUS: LTS0259933
• wikiData: Q105254648