(1R,3S,4S,6R,8S,9R,10S)-3,8-dibromo-4-chloro-4,12,12-trimethyl-11-methylidene-7-oxatricyclo[6.3.1.01,6]dodecane-9,10-diol

Details

• Internal ID: 9d2bbb49-393f-4622-b22c-df32a6d5d552
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Chamigranes
• IUPAC Name: (1R,3S,4S,6R,8S,9R,10S)-3,8-dibromo-4-chloro-4,12,12-trimethyl-11-methylidene-7-oxatricyclo[6.3.1.01,6]dodecane-9,10-diol
• SMILES (Canonical): CC1(C23CC(C(CC2OC1(C(C(C3=C)O)O)Br)(C)Cl)Br)C
• SMILES (Isomeric): C[C@@]1(C[C@@H]2[C@]3(C[C@@H]1Br)C(=C)[C@@H]([C@H]([C@@](C3(C)C)(O2)Br)O)O)Cl
• InChI: InChI=1S/C15H21Br2ClO3/c1-7-10(19)11(20)15(17)12(2,3)14(7)5-8(16)13(4,18)6-9(14)21-15/h8-11,19-20H,1,5-6H2,2-4H3/t8-,9+,10-,11+,13-,14-,15-/m0/s1
• InChI Key: HHAPTLGHHVSVQT-LACOISLLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₁Br₂ClO₃
• Molecular Weight: 444.60 g/mol
• Exact Mass: 443.95255 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.34
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9897	98.97%
Caco-2	-	0.7240	72.40%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Lysosomes	0.4556	45.56%
OATP2B1 inhibitior	-	0.8538	85.38%
OATP1B1 inhibitior	+	0.9344	93.44%
OATP1B3 inhibitior	+	0.9404	94.04%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9001	90.01%
P-glycoprotein inhibitior	-	0.8778	87.78%
P-glycoprotein substrate	-	0.8906	89.06%
CYP3A4 substrate	+	0.5763	57.63%
CYP2C9 substrate	-	0.8030	80.30%
CYP2D6 substrate	-	0.8104	81.04%
CYP3A4 inhibition	-	0.7847	78.47%
CYP2C9 inhibition	-	0.7173	71.73%
CYP2C19 inhibition	-	0.6682	66.82%
CYP2D6 inhibition	-	0.8910	89.10%
CYP1A2 inhibition	-	0.6941	69.41%
CYP2C8 inhibition	-	0.8772	87.72%
CYP inhibitory promiscuity	+	0.5496	54.96%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7667	76.67%
Carcinogenicity (trinary)	Non-required	0.4080	40.80%
Eye corrosion	-	0.9839	98.39%
Eye irritation	-	0.9526	95.26%
Skin irritation	-	0.6453	64.53%
Skin corrosion	-	0.8846	88.46%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5290	52.90%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.5341	53.41%
skin sensitisation	-	0.7240	72.40%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.8572	85.72%
Acute Oral Toxicity (c)	III	0.4930	49.30%
Estrogen receptor binding	+	0.6504	65.04%
Androgen receptor binding	+	0.5707	57.07%
Thyroid receptor binding	+	0.5560	55.60%
Glucocorticoid receptor binding	+	0.7020	70.20%
Aromatase binding	+	0.7219	72.19%
PPAR gamma	-	0.6024	60.24%
Honey bee toxicity	-	0.7140	71.40%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9971	99.71%

Targets

Proven Targets:

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	92.70%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.74%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.29%	96.61%
CHEMBL221	P23219	Cyclooxygenase-1	88.06%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	84.60%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.44%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.37%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.35%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.28%	92.94%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.25%	92.88%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 15386615
• LOTUS: LTS0255968
• wikiData: Q105028129