[(1R,8S)-3-acetyloxy-11,11-dimethyl-5-propan-2-yl-16-oxatetracyclo[6.6.2.01,10.02,7]hexadeca-2,4,6-trien-4-yl] acetate

Details

• Internal ID: 134931bc-d3ff-400c-a257-416c23ccabe7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(1R,8S)-3-acetyloxy-11,11-dimethyl-5-propan-2-yl-16-oxatetracyclo[6.6.2.01,10.02,7]hexadeca-2,4,6-trien-4-yl] acetate
• SMILES (Canonical): CC(C)C1=C(C(=C2C(=C1)C3CC4C2(CCCC4(C)C)CO3)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC(C)C1=C(C(=C2C(=C1)[C@@H]3CC4[C@@]2(CCCC4(C)C)CO3)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C24H32O5/c1-13(2)16-10-17-18-11-19-23(5,6)8-7-9-24(19,12-27-18)20(17)22(29-15(4)26)21(16)28-14(3)25/h10,13,18-19H,7-9,11-12H2,1-6H3/t18-,19?,24+/m0/s1
• InChI Key: GINOEDXLNMHUDV-OOJICCNXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₂O₅
• Molecular Weight: 400.50 g/mol
• Exact Mass: 400.22497412 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 5.20
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9819	98.19%
Caco-2	+	0.7141	71.41%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8680	86.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8916	89.16%
OATP1B3 inhibitior	+	0.9524	95.24%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8172	81.72%
P-glycoprotein inhibitior	+	0.6687	66.87%
P-glycoprotein substrate	-	0.7559	75.59%
CYP3A4 substrate	+	0.6654	66.54%
CYP2C9 substrate	-	0.7874	78.74%
CYP2D6 substrate	-	0.8115	81.15%
CYP3A4 inhibition	-	0.7203	72.03%
CYP2C9 inhibition	-	0.6978	69.78%
CYP2C19 inhibition	-	0.5320	53.20%
CYP2D6 inhibition	-	0.9299	92.99%
CYP1A2 inhibition	+	0.6605	66.05%
CYP2C8 inhibition	+	0.6807	68.07%
CYP inhibitory promiscuity	-	0.8753	87.53%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6575	65.75%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.8325	83.25%
Skin irritation	-	0.7988	79.88%
Skin corrosion	-	0.9587	95.87%
Ames mutagenesis	-	0.6937	69.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6731	67.31%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.5691	56.91%
skin sensitisation	-	0.8907	89.07%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.6307	63.07%
Acute Oral Toxicity (c)	IV	0.6165	61.65%
Estrogen receptor binding	+	0.7636	76.36%
Androgen receptor binding	+	0.6565	65.65%
Thyroid receptor binding	+	0.6036	60.36%
Glucocorticoid receptor binding	+	0.8091	80.91%
Aromatase binding	+	0.5764	57.64%
PPAR gamma	+	0.8275	82.75%
Honey bee toxicity	-	0.6101	61.01%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5345	53.45%
Fish aquatic toxicity	+	0.9944	99.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.69%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.96%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.41%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.60%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.25%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.88%	96.77%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.43%	90.71%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.24%	93.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.09%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	86.81%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	86.42%	91.19%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.86%	95.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.67%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.47%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.41%	92.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.35%	91.07%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.28%	89.50%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	82.51%	91.65%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.36%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.80%	94.00%
CHEMBL2243	O00519	Anandamide amidohydrolase	81.70%	97.53%
CHEMBL284	P27487	Dipeptidyl peptidase IV	81.65%	95.69%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.40%	95.50%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.30%	99.15%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.28%	100.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.38%	100.00%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	80.13%	97.88%

Plants that contains it

• Plectranthus barbatus

Cross-Links

• PubChem: 162820430
• LOTUS: LTS0235093
• wikiData: Q105009114