[(1R,4S,9S,10S,13S)-5-(acetyloxymethyl)-9,13-dimethyl-5-tetracyclo[11.2.1.01,10.04,9]hexadec-14-enyl]methyl acetate

Details

• Internal ID: 44842e61-9d3c-4ea7-b15f-c342d50599d9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(1R,4S,9S,10S,13S)-5-(acetyloxymethyl)-9,13-dimethyl-5-tetracyclo[11.2.1.01,10.04,9]hexadec-14-enyl]methyl acetate
• InChI: InChI=1S/C24H36O4/c1-17(25)27-15-24(16-28-18(2)26)9-5-8-22(4)19-6-10-21(3)12-13-23(19,14-21)11-7-20(22)24/h12-13,19-20H,5-11,14-16H2,1-4H3/t19-,20-,21+,22-,23-/m0/s1
• InChI Key: ZVSBSKKKHHVDDC-HPAIXVDQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₆O₄
• Molecular Weight: 388.50 g/mol
• Exact Mass: 388.26135963 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 5.06
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9869	98.69%
Caco-2	+	0.6410	64.10%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5471	54.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8597	85.97%
OATP1B3 inhibitior	+	0.9331	93.31%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.7187	71.87%
P-glycoprotein inhibitior	+	0.6615	66.15%
P-glycoprotein substrate	-	0.8639	86.39%
CYP3A4 substrate	+	0.6076	60.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8582	85.82%
CYP3A4 inhibition	-	0.9142	91.42%
CYP2C9 inhibition	-	0.6780	67.80%
CYP2C19 inhibition	-	0.6545	65.45%
CYP2D6 inhibition	-	0.9266	92.66%
CYP1A2 inhibition	-	0.8101	81.01%
CYP2C8 inhibition	-	0.6893	68.93%
CYP inhibitory promiscuity	-	0.7311	73.11%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5688	56.88%
Eye corrosion	-	0.9472	94.72%
Eye irritation	-	0.8558	85.58%
Skin irritation	-	0.7371	73.71%
Skin corrosion	-	0.9734	97.34%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6746	67.46%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6648	66.48%
skin sensitisation	-	0.8365	83.65%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	-	0.5608	56.08%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.7196	71.96%
Acute Oral Toxicity (c)	III	0.6643	66.43%
Estrogen receptor binding	+	0.9147	91.47%
Androgen receptor binding	+	0.6284	62.84%
Thyroid receptor binding	+	0.5651	56.51%
Glucocorticoid receptor binding	+	0.8123	81.23%
Aromatase binding	+	0.5896	58.96%
PPAR gamma	+	0.7272	72.72%
Honey bee toxicity	-	0.8435	84.35%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
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	97.91%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.70%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	96.57%	83.82%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.88%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.78%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.62%	91.11%
CHEMBL2581	P07339	Cathepsin D	87.58%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.58%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.54%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.81%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.59%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	81.52%	90.17%
CHEMBL5028	O14672	ADAM10	80.92%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	80.50%	91.19%

Plants that contains it

• Baccharis tola

Cross-Links

• PubChem: 162891781
• LOTUS: LTS0067706
• wikiData: Q105384558