(1aS,betaR)-1abeta-Acetyloxymethyl-3beta-hydroxy-5,7bbeta-dimethyl-9beta-acetyloxy-1a,1balpha,2,3,3abeta,4,5,6,7b,8,9,9abeta-dodecahydro-beta-bromo-1H-cyclopropa[a]phenanthrene-5beta-ethanol 5-acetate

Details

• Internal ID: d15d1b18-7598-4b53-831c-dcf29ab2f576
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(2R)-2-[(1aS,1bS,3R,3aR,5S,7bR,9R,9aR)-9-acetyloxy-1a-(acetyloxymethyl)-3-hydroxy-5,7b-dimethyl-1,1b,2,3,3a,4,6,8,9,9a-decahydrocyclopropa[a]phenanthren-5-yl]-2-bromoethyl] acetate
• SMILES (Canonical): CC(=O)OCC(C1(CC=C2C(C1)C(CC3C2(CC(C4C3(C4)COC(=O)C)OC(=O)C)C)O)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(C4)COC(=O)C)OC(=O)C)C)O)C)Br
• InChI: InChI=1S/C26H37BrO7/c1-14(28)32-12-23(27)24(4)7-6-18-17(9-24)20(31)8-22-25(18,5)11-21(34-16(3)30)19-10-26(19,22)13-33-15(2)29/h6,17,19-23,31H,7-13H2,1-5H3/t17-,19+,20-,21-,22+,23+,24+,25+,26-/m1/s1
• InChI Key: NVKPDTRBPDKUME-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: 3.30
• Atomic LogP (AlogP): 3.95
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9943	99.43%
Caco-2	-	0.7008	70.08%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7498	74.98%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.8744	87.44%
OATP1B3 inhibitior	+	0.9296	92.96%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9048	90.48%
P-glycoprotein inhibitior	+	0.6269	62.69%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6797	67.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8454	84.54%
CYP3A4 inhibition	-	0.8407	84.07%
CYP2C9 inhibition	-	0.7470	74.70%
CYP2C19 inhibition	-	0.8426	84.26%
CYP2D6 inhibition	-	0.9245	92.45%
CYP1A2 inhibition	-	0.8338	83.38%
CYP2C8 inhibition	-	0.5771	57.71%
CYP inhibitory promiscuity	-	0.9340	93.40%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8380	83.80%
Carcinogenicity (trinary)	Non-required	0.6008	60.08%
Eye corrosion	-	0.9809	98.09%
Eye irritation	-	0.9445	94.45%
Skin irritation	-	0.6712	67.12%
Skin corrosion	-	0.9482	94.82%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6750	67.50%
Micronuclear	-	0.6641	66.41%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.7432	74.32%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7731	77.31%
Acute Oral Toxicity (c)	III	0.7110	71.10%
Estrogen receptor binding	+	0.7015	70.15%
Androgen receptor binding	+	0.6271	62.71%
Thyroid receptor binding	-	0.5961	59.61%
Glucocorticoid receptor binding	+	0.6697	66.97%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.5794	57.94%
Honey bee toxicity	-	0.6312	63.12%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	99.42%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.91%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.81%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	96.66%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.84%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.40%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.37%	97.09%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	92.01%	94.08%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	89.96%	94.62%
CHEMBL226	P30542	Adenosine A1 receptor	89.49%	95.93%
CHEMBL340	P08684	Cytochrome P450 3A4	88.16%	91.19%
CHEMBL2581	P07339	Cathepsin D	87.92%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	86.79%	97.79%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.44%	96.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.92%	95.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.39%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.96%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.08%	96.77%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.83%	97.21%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.05%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.50%	86.33%

Plants that contains it

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

Cross-Links

• PubChem: 14891049
• NPASS: NPC180712
• LOTUS: LTS0054065
• wikiData: Q105186283