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

Details

• Internal ID: d4dcee7b-d823-43b8-9c7a-7dbfe5cf23fe
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1R,4R,5S,6S,9R)-9-bromo-4-[[(1R,4R)-4-bromo-1-hydroxy-3,3-dimethylcyclohexyl]methyl]-6-methyl-11-oxatricyclo[4.3.2.01,5]undecan-10-one
• SMILES (Canonical): CC1(CC(CCC1Br)(CC2CCC34C2C(CCC3Br)(OC4=O)C)O)C
• SMILES (Isomeric): C[C@]12CC[C@H]([C@]3([C@@H]1[C@H](CC3)C[C@@]4(CC[C@H](C(C4)(C)C)Br)O)C(=O)O2)Br
• InChI: InChI=1S/C20H30Br2O3/c1-17(2)11-19(24,8-6-13(17)21)10-12-4-9-20-14(22)5-7-18(3,15(12)20)25-16(20)23/h12-15,24H,4-11H2,1-3H3/t12-,13-,14-,15-,18+,19-,20-/m1/s1
• InChI Key: JHJKMBYLQWELLH-OKFNGGDSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀Br₂O₃
• Molecular Weight: 478.30 g/mol
• Exact Mass: 478.05412 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.97
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9938	99.38%
Caco-2	+	0.6462	64.62%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6216	62.16%
OATP2B1 inhibitior	-	0.8618	86.18%
OATP1B1 inhibitior	+	0.9033	90.33%
OATP1B3 inhibitior	+	0.9385	93.85%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.6119	61.19%
P-glycoprotein inhibitior	-	0.7441	74.41%
P-glycoprotein substrate	-	0.7811	78.11%
CYP3A4 substrate	+	0.6063	60.63%
CYP2C9 substrate	-	0.5872	58.72%
CYP2D6 substrate	-	0.8056	80.56%
CYP3A4 inhibition	-	0.7393	73.93%
CYP2C9 inhibition	-	0.6020	60.20%
CYP2C19 inhibition	-	0.7822	78.22%
CYP2D6 inhibition	-	0.9235	92.35%
CYP1A2 inhibition	-	0.8927	89.27%
CYP2C8 inhibition	-	0.7088	70.88%
CYP inhibitory promiscuity	-	0.8758	87.58%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8872	88.72%
Carcinogenicity (trinary)	Non-required	0.5659	56.59%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9582	95.82%
Skin irritation	-	0.5907	59.07%
Skin corrosion	-	0.8970	89.70%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5291	52.91%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.7432	74.32%
skin sensitisation	-	0.7590	75.90%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.7579	75.79%
Acute Oral Toxicity (c)	III	0.5521	55.21%
Estrogen receptor binding	+	0.7917	79.17%
Androgen receptor binding	+	0.6969	69.69%
Thyroid receptor binding	+	0.7487	74.87%
Glucocorticoid receptor binding	+	0.7390	73.90%
Aromatase binding	+	0.6104	61.04%
PPAR gamma	-	0.5919	59.19%
Honey bee toxicity	-	0.9087	90.87%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9932	99.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.04%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.79%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.83%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.16%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.71%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.81%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.72%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	84.60%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.29%	100.00%

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: 46703590
• NPASS: NPC26185
• LOTUS: LTS0258031
• wikiData: Q105128005