(2aS,betaR)-6,8bbeta-Dimethyl-beta-bromo-4beta,10beta-di(acetyloxy)-2abeta-hydroxy-1,2,2a,2balpha,3,4,4abeta,5,6,7,8b,9,10,10abeta-tetradecahydrocyclobuta[a]phenanthrene-6beta-ethanol 6-acetate

Details

• Internal ID: e312083e-309c-4212-924f-9a7e9b21818a
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: [(2R)-2-bromo-2-[(1R,5S,7R,8R,10S,11S,14S,15R)-8,15-diacetyloxy-11-hydroxy-1,5-dimethyl-5-tetracyclo[8.6.0.02,7.011,14]hexadec-2-enyl]ethyl] acetate
• SMILES (Canonical): CC(=O)OCC(C1(CC=C2C(C1)C(CC3C2(CC(C4C3(CC4)O)OC(=O)C)C)OC(=O)C)C)Br
• SMILES (Isomeric): CC(=O)OC[C@@H]([C@]1(CC=C2[C@@H](C1)[C@@H](C[C@H]3[C@]2(C[C@H]([C@H]4[C@@]3(CC4)O)OC(=O)C)C)OC(=O)C)C)Br
• InChI: InChI=1S/C26H37BrO7/c1-14(28)32-13-23(27)24(4)8-6-18-17(11-24)20(33-15(2)29)10-22-25(18,5)12-21(34-16(3)30)19-7-9-26(19,22)31/h6,17,19-23,31H,7-13H2,1-5H3/t17-,19+,20-,21-,22+,23+,24+,25+,26-/m1/s1
• InChI Key: ASYVPSXPLASKAF-OBWTZDJZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₇BrO₇
• Molecular Weight: 541.50 g/mol
• Exact Mass: 540.17227 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 4.09
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9941	99.41%
Caco-2	-	0.7219	72.19%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8238	82.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8908	89.08%
OATP1B3 inhibitior	+	0.8940	89.40%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6026	60.26%
BSEP inhibitior	+	0.9554	95.54%
P-glycoprotein inhibitior	+	0.6113	61.13%
P-glycoprotein substrate	-	0.5845	58.45%
CYP3A4 substrate	+	0.7003	70.03%
CYP2C9 substrate	-	0.7922	79.22%
CYP2D6 substrate	-	0.8704	87.04%
CYP3A4 inhibition	-	0.8553	85.53%
CYP2C9 inhibition	-	0.7351	73.51%
CYP2C19 inhibition	-	0.8338	83.38%
CYP2D6 inhibition	-	0.9166	91.66%
CYP1A2 inhibition	-	0.7683	76.83%
CYP2C8 inhibition	+	0.5246	52.46%
CYP inhibitory promiscuity	-	0.9232	92.32%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9146	91.46%
Carcinogenicity (trinary)	Non-required	0.5949	59.49%
Eye corrosion	-	0.9837	98.37%
Eye irritation	-	0.9389	93.89%
Skin irritation	-	0.5307	53.07%
Skin corrosion	-	0.9461	94.61%
Ames mutagenesis	-	0.6870	68.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4736	47.36%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.5851	58.51%
skin sensitisation	-	0.8456	84.56%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8781	87.81%
Acute Oral Toxicity (c)	III	0.7457	74.57%
Estrogen receptor binding	+	0.7614	76.14%
Androgen receptor binding	+	0.6381	63.81%
Thyroid receptor binding	-	0.5333	53.33%
Glucocorticoid receptor binding	+	0.7663	76.63%
Aromatase binding	+	0.6067	60.67%
PPAR gamma	+	0.6070	60.70%
Honey bee toxicity	-	0.6523	65.23%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9969	99.69%

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	99.13%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.95%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	98.24%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.08%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.83%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.41%	97.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.20%	94.62%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	89.86%	94.08%
CHEMBL340	P08684	Cytochrome P450 3A4	88.09%	91.19%
CHEMBL226	P30542	Adenosine A1 receptor	87.64%	95.93%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	87.42%	94.23%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.50%	97.21%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.89%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.69%	100.00%
CHEMBL2581	P07339	Cathepsin D	82.65%	98.95%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.63%	100.00%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	82.47%	92.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.40%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.24%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	81.95%	97.79%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.79%	91.24%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.66%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.52%	82.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.35%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.00%	86.33%

Plants that contains it

• Anethum graveolens
• Cymbidium aloifolium
• Delphinium dictyocarpum
• Ladeania juncea
• Ligularia atroviolacea
• Scutellaria glabra
• Trifolium pannonicum

Cross-Links

• PubChem: 15385758
• NPASS: NPC122652
• LOTUS: LTS0016476
• wikiData: Q104918199