[(1S,2S,4R,5S,9R,10R,13S)-2-acetyloxy-5,9,13-trimethyl-5-tetracyclo[11.2.1.01,10.04,9]hexadec-14-enyl]methyl acetate

Details

• Internal ID: 4a8b5fbc-fb16-4d5b-87aa-5cfda0884ef7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(1S,2S,4R,5S,9R,10R,13S)-2-acetyloxy-5,9,13-trimethyl-5-tetracyclo[11.2.1.01,10.04,9]hexadec-14-enyl]methyl acetate
• InChI: InChI=1S/C24H36O4/c1-16(25)27-15-22(4)8-6-9-23(5)18-7-10-21(3)11-12-24(18,14-21)20(13-19(22)23)28-17(2)26/h11-12,18-20H,6-10,13-15H2,1-5H3/t18-,19+,20+,21-,22-,23+,24-/m1/s1
• InChI Key: MHHMKHWAIDJFGO-SJIUFLAJSA-N
• Popularity: 0 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: 5.70
• Atomic LogP (AlogP): 5.06
• H-Bond Acceptor: 4
• 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	+	0.9942	99.42%
Caco-2	+	0.6008	60.08%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7587	75.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8145	81.45%
OATP1B3 inhibitior	+	0.9522	95.22%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.8088	80.88%
P-glycoprotein inhibitior	+	0.6775	67.75%
P-glycoprotein substrate	-	0.7994	79.94%
CYP3A4 substrate	+	0.6500	65.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8582	85.82%
CYP3A4 inhibition	-	0.8664	86.64%
CYP2C9 inhibition	-	0.8179	81.79%
CYP2C19 inhibition	-	0.8483	84.83%
CYP2D6 inhibition	-	0.9464	94.64%
CYP1A2 inhibition	-	0.9270	92.70%
CYP2C8 inhibition	+	0.4627	46.27%
CYP inhibitory promiscuity	-	0.8528	85.28%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6569	65.69%
Eye corrosion	-	0.9858	98.58%
Eye irritation	-	0.9283	92.83%
Skin irritation	-	0.6776	67.76%
Skin corrosion	-	0.9789	97.89%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6781	67.81%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.7047	70.47%
skin sensitisation	-	0.8405	84.05%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7601	76.01%
Acute Oral Toxicity (c)	III	0.7715	77.15%
Estrogen receptor binding	+	0.9194	91.94%
Androgen receptor binding	+	0.6212	62.12%
Thyroid receptor binding	+	0.5671	56.71%
Glucocorticoid receptor binding	+	0.8225	82.25%
Aromatase binding	+	0.6551	65.51%
PPAR gamma	+	0.7196	71.96%
Honey bee toxicity	-	0.7634	76.34%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6055	60.55%
Fish aquatic toxicity	+	0.9958	99.58%

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	97.58%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.82%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.80%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.16%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.43%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.27%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	86.47%	91.19%
CHEMBL5028	O14672	ADAM10	83.84%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.57%	95.89%
CHEMBL2581	P07339	Cathepsin D	83.16%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.05%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.83%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.51%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	80.70%	90.17%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.03%	100.00%

Plants that contains it

• Sideritis pusilla

Cross-Links

• PubChem: 163041313
• LOTUS: LTS0262708
• wikiData: Q105163811