(1S,3R,5S,7S,8S)-8,10-dibromo-7,11,11-trimethyl-3-prop-1-en-2-yl-4,6-dioxatricyclo[5.4.0.01,5]undec-9-ene

Details

• Internal ID: f4468f88-fa0c-4e76-928b-16c183dc5582
• Taxonomy: Organoheterocyclic compounds > Dioxepanes > 1,3-dioxepanes
• IUPAC Name: (1S,3R,5S,7S,8S)-8,10-dibromo-7,11,11-trimethyl-3-prop-1-en-2-yl-4,6-dioxatricyclo[5.4.0.01,5]undec-9-ene
• SMILES (Canonical): CC(=C)C1CC23C(O1)OC2(C(C=C(C3(C)C)Br)Br)C
• SMILES (Isomeric): CC(=C)[C@H]1C[C@@]23[C@@H](O1)O[C@@]2([C@H](C=C(C3(C)C)Br)Br)C
• InChI: InChI=1S/C15H20Br2O2/c1-8(2)9-7-15-12(18-9)19-14(15,5)11(17)6-10(16)13(15,3)4/h6,9,11-12H,1,7H2,2-5H3/t9-,11+,12+,14-,15+/m1/s1
• InChI Key: WHFAQDLZVFPXLA-ONAWRNRTSA-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): 18.50 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.53
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9933	99.33%
Caco-2	+	0.5686	56.86%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Lysosomes	0.5599	55.99%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.9121	91.21%
OATP1B3 inhibitior	+	0.9288	92.88%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.5716	57.16%
P-glycoprotein inhibitior	-	0.8451	84.51%
P-glycoprotein substrate	-	0.7606	76.06%
CYP3A4 substrate	+	0.5548	55.48%
CYP2C9 substrate	-	0.8021	80.21%
CYP2D6 substrate	-	0.7763	77.63%
CYP3A4 inhibition	-	0.8497	84.97%
CYP2C9 inhibition	-	0.7004	70.04%
CYP2C19 inhibition	-	0.6508	65.08%
CYP2D6 inhibition	-	0.9098	90.98%
CYP1A2 inhibition	-	0.6625	66.25%
CYP2C8 inhibition	-	0.8072	80.72%
CYP inhibitory promiscuity	-	0.5752	57.52%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6632	66.32%
Carcinogenicity (trinary)	Non-required	0.4148	41.48%
Eye corrosion	-	0.9589	95.89%
Eye irritation	-	0.5434	54.34%
Skin irritation	-	0.6162	61.62%
Skin corrosion	-	0.9038	90.38%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5263	52.63%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.5805	58.05%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.5970	59.70%
Acute Oral Toxicity (c)	III	0.5774	57.74%
Estrogen receptor binding	+	0.5643	56.43%
Androgen receptor binding	+	0.6218	62.18%
Thyroid receptor binding	+	0.5178	51.78%
Glucocorticoid receptor binding	-	0.5903	59.03%
Aromatase binding	-	0.4943	49.43%
PPAR gamma	+	0.6178	61.78%
Honey bee toxicity	-	0.8271	82.71%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9808	98.08%

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	96.08%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.78%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	88.74%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.68%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.17%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.16%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.10%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.75%	97.14%

Plants that contains it

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

Cross-Links

• PubChem: 23426794
• NPASS: NPC221778
• LOTUS: LTS0210966
• wikiData: Q105305268