(1S,4S,5R,9R,10R,11R,12R)-11-acetyloxy-5,9-dimethyl-13-methylidenetetracyclo[10.2.2.01,10.04,9]hexadecane-5-carboxylic acid

Details

• Internal ID: f39b14db-a069-4f22-888a-55b94e877c92
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Villanovane, atisane, trachylobane or helvifulvane diterpenoids > Atisane diterpenoids
• IUPAC Name: (1S,4S,5R,9R,10R,11R,12R)-11-acetyloxy-5,9-dimethyl-13-methylidenetetracyclo[10.2.2.01,10.04,9]hexadecane-5-carboxylic acid
• InChI: InChI=1S/C22H32O4/c1-13-12-22-10-6-15(13)17(26-14(2)23)18(22)20(3)8-5-9-21(4,19(24)25)16(20)7-11-22/h15-18H,1,5-12H2,2-4H3,(H,24,25)/t15-,16+,17-,18+,20-,21-,22-/m1/s1
• InChI Key: VILPHYLLWVHAHK-XUHPIZGLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₄
• Molecular Weight: 360.50 g/mol
• Exact Mass: 360.23005950 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.58
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9900	99.00%
Caco-2	+	0.7476	74.76%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8267	82.67%
OATP2B1 inhibitior	-	0.8690	86.90%
OATP1B1 inhibitior	+	0.7763	77.63%
OATP1B3 inhibitior	-	0.3189	31.89%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7342	73.42%
BSEP inhibitior	-	0.5785	57.85%
P-glycoprotein inhibitior	-	0.4814	48.14%
P-glycoprotein substrate	-	0.8095	80.95%
CYP3A4 substrate	+	0.6546	65.46%
CYP2C9 substrate	-	0.5973	59.73%
CYP2D6 substrate	-	0.8699	86.99%
CYP3A4 inhibition	-	0.6625	66.25%
CYP2C9 inhibition	-	0.6992	69.92%
CYP2C19 inhibition	-	0.7948	79.48%
CYP2D6 inhibition	-	0.9301	93.01%
CYP1A2 inhibition	-	0.6841	68.41%
CYP2C8 inhibition	-	0.6578	65.78%
CYP inhibitory promiscuity	-	0.9331	93.31%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9643	96.43%
Carcinogenicity (trinary)	Non-required	0.6376	63.76%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.8467	84.67%
Skin irritation	+	0.5074	50.74%
Skin corrosion	-	0.9693	96.93%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6760	67.60%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.7084	70.84%
skin sensitisation	+	0.4761	47.61%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.7238	72.38%
Acute Oral Toxicity (c)	III	0.7449	74.49%
Estrogen receptor binding	+	0.7947	79.47%
Androgen receptor binding	+	0.6677	66.77%
Thyroid receptor binding	+	0.6614	66.14%
Glucocorticoid receptor binding	+	0.8207	82.07%
Aromatase binding	+	0.6788	67.88%
PPAR gamma	-	0.5649	56.49%
Honey bee toxicity	-	0.7398	73.98%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6350	63.50%
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
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.97%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.42%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	91.15%	91.19%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.84%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	90.78%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.09%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.93%	95.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.49%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	81.73%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.10%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.37%	95.50%

Plants that contains it

• Helianthus hirsutus

Cross-Links

• PubChem: 101586705
• LOTUS: LTS0216886
• wikiData: Q105286880