[(1R,2aR,3S,4aR,5R,6S,7R,8R,8aR)-3,6-dibromo-7-hydroxy-2a,4a,5,8-tetramethyl-1,2,3,4,5,6,7,8-octahydrocyclobuta[i]inden-1-yl] acetate

Details

• Internal ID: d9102ba0-181f-4ea7-97c4-0001b1414a6f
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Cyclic alcohols and derivatives
• IUPAC Name: [(1R,2aR,3S,4aR,5R,6S,7R,8R,8aR)-3,6-dibromo-7-hydroxy-2a,4a,5,8-tetramethyl-1,2,3,4,5,6,7,8-octahydrocyclobuta[i]inden-1-yl] acetate
• SMILES (Canonical): CC1C(C(C(C2(C13C(CC3(C(C2)Br)C)OC(=O)C)C)C)Br)O
• SMILES (Isomeric): C[C@H]1[C@H]([C@H]([C@@H]([C@@]2([C@]13[C@@H](C[C@]3([C@H](C2)Br)C)OC(=O)C)C)C)Br)O
• InChI: InChI=1S/C17H26Br2O3/c1-8-13(19)14(21)9(2)17-12(22-10(3)20)7-16(17,5)11(18)6-15(8,17)4/h8-9,11-14,21H,6-7H2,1-5H3/t8-,9-,11-,12+,13-,14+,15+,16-,17+/m0/s1
• InChI Key: CPUNTNRXTYQTGZ-NNHVWMDKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆Br₂O₃
• Molecular Weight: 438.20 g/mol
• Exact Mass: 438.02282 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.90
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9936	99.36%
Caco-2	+	0.5452	54.52%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5510	55.10%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.9228	92.28%
OATP1B3 inhibitior	+	0.9521	95.21%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8624	86.24%
P-glycoprotein inhibitior	-	0.8650	86.50%
P-glycoprotein substrate	-	0.8424	84.24%
CYP3A4 substrate	+	0.6062	60.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.7464	74.64%
CYP2C9 inhibition	-	0.6814	68.14%
CYP2C19 inhibition	-	0.8992	89.92%
CYP2D6 inhibition	-	0.9409	94.09%
CYP1A2 inhibition	-	0.8461	84.61%
CYP2C8 inhibition	-	0.8700	87.00%
CYP inhibitory promiscuity	-	0.9743	97.43%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7908	79.08%
Carcinogenicity (trinary)	Non-required	0.4445	44.45%
Eye corrosion	-	0.9713	97.13%
Eye irritation	-	0.9563	95.63%
Skin irritation	-	0.5192	51.92%
Skin corrosion	-	0.9389	93.89%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8295	82.95%
Micronuclear	-	0.7541	75.41%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.6603	66.03%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.5378	53.78%
Acute Oral Toxicity (c)	III	0.5849	58.49%
Estrogen receptor binding	+	0.7138	71.38%
Androgen receptor binding	+	0.6471	64.71%
Thyroid receptor binding	+	0.6025	60.25%
Glucocorticoid receptor binding	+	0.5608	56.08%
Aromatase binding	+	0.5993	59.93%
PPAR gamma	-	0.5930	59.30%
Honey bee toxicity	-	0.6695	66.95%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5855	58.55%
Fish aquatic toxicity	+	0.9945	99.45%

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	97.72%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.35%	96.77%
CHEMBL340	P08684	Cytochrome P450 3A4	91.73%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.17%	91.11%
CHEMBL2581	P07339	Cathepsin D	86.93%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.20%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.39%	94.45%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.73%	89.05%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.39%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.94%	97.09%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.88%	94.00%

Plants that contains it

• Malus toringo

Cross-Links

• PubChem: 23427812
• NPASS: NPC105071