(1R,6S,8R,11R)-3,8-dibromo-4,11,12,12-tetramethyl-7-oxatricyclo[6.3.1.01,6]dodeca-3,9-dien-11-ol

Details

• Internal ID: c5952f9a-2535-4f95-8224-4b643aafcfb6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Chamigranes
• IUPAC Name: (1R,6S,8R,11R)-3,8-dibromo-4,11,12,12-tetramethyl-7-oxatricyclo[6.3.1.01,6]dodeca-3,9-dien-11-ol
• SMILES (Canonical): CC1=C(CC23C(C1)OC(C2(C)C)(C=CC3(C)O)Br)Br
• SMILES (Isomeric): CC1=C(C[C@]23[C@H](C1)O[C@](C2(C)C)(C=C[C@@]3(C)O)Br)Br
• InChI: InChI=1S/C15H20Br2O2/c1-9-7-11-14(8-10(9)16)12(2,3)15(17,19-11)6-5-13(14,4)18/h5-6,11,18H,7-8H2,1-4H3/t11-,13+,14-,15-/m0/s1
• InChI Key: CPFUVETXJNUCPL-ATGSNQNLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀Br₂O₂
• Molecular Weight: 392.13 g/mol
• Exact Mass: 391.98096 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 4.27
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9965	99.65%
Caco-2	+	0.6680	66.80%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Lysosomes	0.4607	46.07%
OATP2B1 inhibitior	-	0.8540	85.40%
OATP1B1 inhibitior	+	0.9184	91.84%
OATP1B3 inhibitior	+	0.9438	94.38%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6585	65.85%
P-glycoprotein inhibitior	-	0.9353	93.53%
P-glycoprotein substrate	-	0.8339	83.39%
CYP3A4 substrate	+	0.5887	58.87%
CYP2C9 substrate	-	0.7973	79.73%
CYP2D6 substrate	-	0.8190	81.90%
CYP3A4 inhibition	-	0.7430	74.30%
CYP2C9 inhibition	-	0.6252	62.52%
CYP2C19 inhibition	-	0.6289	62.89%
CYP2D6 inhibition	-	0.9190	91.90%
CYP1A2 inhibition	-	0.6964	69.64%
CYP2C8 inhibition	-	0.7814	78.14%
CYP inhibitory promiscuity	+	0.6113	61.13%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8772	87.72%
Carcinogenicity (trinary)	Non-required	0.4098	40.98%
Eye corrosion	-	0.9826	98.26%
Eye irritation	-	0.5581	55.81%
Skin irritation	-	0.6412	64.12%
Skin corrosion	-	0.9095	90.95%
Ames mutagenesis	-	0.6191	61.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.6561	65.61%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.6496	64.96%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.5107	51.07%
Acute Oral Toxicity (c)	III	0.5309	53.09%
Estrogen receptor binding	-	0.4764	47.64%
Androgen receptor binding	+	0.6407	64.07%
Thyroid receptor binding	-	0.5374	53.74%
Glucocorticoid receptor binding	-	0.5059	50.59%
Aromatase binding	+	0.5511	55.11%
PPAR gamma	+	0.5368	53.68%
Honey bee toxicity	-	0.8894	88.94%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9927	99.27%

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	94.57%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.23%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	93.66%	90.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.97%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.86%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.18%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.73%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.53%	94.00%

Plants that contains it

• Eleutherococcus giraldii
• Lespedeza davidii
• Solanum aethiopicum
• Tectona grandis

Cross-Links

• PubChem: 21773247
• NPASS: NPC101733
• LOTUS: LTS0215892
• wikiData: Q104967498