(1R,4S,5R,9S,10S,13R,16S)-5,9,13-trimethyl-16-[(E)-2-methylbut-2-enoyl]oxytetracyclo[11.2.1.01,10.04,9]hexadec-14-ene-5-carboxylic acid

Details

• Internal ID: 40961fea-0eb8-42ac-a310-55678ca9929d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1R,4S,5R,9S,10S,13R,16S)-5,9,13-trimethyl-16-[(E)-2-methylbut-2-enoyl]oxytetracyclo[11.2.1.01,10.04,9]hexadec-14-ene-5-carboxylic acid
• InChI: InChI=1S/C25H36O4/c1-6-16(2)19(26)29-20-22(3)12-8-18-23(4)10-7-11-24(5,21(27)28)17(23)9-13-25(18,20)15-14-22/h6,14-15,17-18,20H,7-13H2,1-5H3,(H,27,28)/b16-6+/t17-,18-,20-,22+,23+,24+,25+/m0/s1
• InChI Key: XAGOABKVVNRUKC-SRDWAYAESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₆O₄
• Molecular Weight: 400.50 g/mol
• Exact Mass: 400.26135963 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 6.30
• Atomic LogP (AlogP): 5.53
• H-Bond Acceptor: 3
• 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	+	0.9913	99.13%
Caco-2	+	0.5369	53.69%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8283	82.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8195	81.95%
OATP1B3 inhibitior	-	0.2531	25.31%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6624	66.24%
BSEP inhibitior	+	0.9829	98.29%
P-glycoprotein inhibitior	-	0.4716	47.16%
P-glycoprotein substrate	-	0.8274	82.74%
CYP3A4 substrate	+	0.6253	62.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9039	90.39%
CYP3A4 inhibition	-	0.8106	81.06%
CYP2C9 inhibition	-	0.7073	70.73%
CYP2C19 inhibition	-	0.8431	84.31%
CYP2D6 inhibition	-	0.9386	93.86%
CYP1A2 inhibition	-	0.5236	52.36%
CYP2C8 inhibition	-	0.7458	74.58%
CYP inhibitory promiscuity	-	0.8894	88.94%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6113	61.13%
Eye corrosion	-	0.9939	99.39%
Eye irritation	-	0.9472	94.72%
Skin irritation	+	0.6169	61.69%
Skin corrosion	-	0.9593	95.93%
Ames mutagenesis	-	0.6854	68.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6809	68.09%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.5933	59.33%
skin sensitisation	-	0.6530	65.30%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6529	65.29%
Acute Oral Toxicity (c)	III	0.5493	54.93%
Estrogen receptor binding	+	0.8452	84.52%
Androgen receptor binding	+	0.6134	61.34%
Thyroid receptor binding	+	0.6736	67.36%
Glucocorticoid receptor binding	+	0.8603	86.03%
Aromatase binding	+	0.8098	80.98%
PPAR gamma	+	0.5985	59.85%
Honey bee toxicity	-	0.7397	73.97%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7255	72.55%
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
CHEMBL4040	P28482	MAP kinase ERK2	96.12%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.54%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.20%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.93%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	89.99%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	86.04%	91.19%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	85.33%	85.30%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.12%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.87%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.51%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.42%	89.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.91%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.25%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101676635
• LOTUS: LTS0255707
• wikiData: Q104398039