[(1R,4S,5S,6R,9S,10S,13R,16S)-16-acetyloxy-5-(hydroxymethyl)-5,9,13-trimethyl-6-tetracyclo[11.2.1.01,10.04,9]hexadec-14-enyl] acetate

Details

• Internal ID: 96fd548e-0ffb-43a0-8414-708bf785fd30
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(1R,4S,5S,6R,9S,10S,13R,16S)-16-acetyloxy-5-(hydroxymethyl)-5,9,13-trimethyl-6-tetracyclo[11.2.1.01,10.04,9]hexadec-14-enyl] acetate
• InChI: InChI=1S/C24H36O5/c1-15(26)28-19-8-10-22(4)17(23(19,5)14-25)7-11-24-13-12-21(3,9-6-18(22)24)20(24)29-16(2)27/h12-13,17-20,25H,6-11,14H2,1-5H3/t17-,18-,19+,20-,21+,22+,23+,24+/m0/s1
• InChI Key: BKQZXXOCIRUGMX-TYZKUDCASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₆O₅
• Molecular Weight: 404.50 g/mol
• Exact Mass: 404.25627424 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.03
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9782	97.82%
Caco-2	+	0.5457	54.57%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7744	77.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8887	88.87%
OATP1B3 inhibitior	+	0.9219	92.19%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8958	89.58%
P-glycoprotein inhibitior	+	0.6231	62.31%
P-glycoprotein substrate	-	0.8500	85.00%
CYP3A4 substrate	+	0.6571	65.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8629	86.29%
CYP3A4 inhibition	-	0.8165	81.65%
CYP2C9 inhibition	-	0.8402	84.02%
CYP2C19 inhibition	-	0.8748	87.48%
CYP2D6 inhibition	-	0.9604	96.04%
CYP1A2 inhibition	-	0.7747	77.47%
CYP2C8 inhibition	-	0.7236	72.36%
CYP inhibitory promiscuity	-	0.9016	90.16%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6833	68.33%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9404	94.04%
Skin irritation	+	0.5338	53.38%
Skin corrosion	-	0.9623	96.23%
Ames mutagenesis	-	0.6654	66.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7022	70.22%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.6476	64.76%
skin sensitisation	-	0.9278	92.78%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.5108	51.08%
Acute Oral Toxicity (c)	III	0.6175	61.75%
Estrogen receptor binding	+	0.9046	90.46%
Androgen receptor binding	+	0.6140	61.40%
Thyroid receptor binding	+	0.6437	64.37%
Glucocorticoid receptor binding	+	0.8257	82.57%
Aromatase binding	+	0.7741	77.41%
PPAR gamma	+	0.7032	70.32%
Honey bee toxicity	-	0.8283	82.83%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9927	99.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.66%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.71%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.13%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.00%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.11%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.18%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.10%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.14%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.59%	89.00%
CHEMBL5028	O14672	ADAM10	81.15%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	80.73%	91.19%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.08%	93.04%

Plants that contains it

• Sideritis pusilla

Cross-Links

• PubChem: 163027066
• LOTUS: LTS0074963
• wikiData: Q104937736