(1R,4S,5R,9R,10S,13R,14R,16S)-5,9,14-trimethyl-15-oxapentacyclo[11.3.1.01,10.04,9.014,16]heptadecane-5-carboxylic acid

Details

• Internal ID: 11dc9065-1a97-4e87-944d-727d11171eb5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (1R,4S,5R,9R,10S,13R,14R,16S)-5,9,14-trimethyl-15-oxapentacyclo[11.3.1.01,10.04,9.014,16]heptadecane-5-carboxylic acid
• InChI: InChI=1S/C20H30O3/c1-17-8-4-9-18(2,16(21)22)13(17)7-10-20-11-12(5-6-14(17)20)19(3)15(20)23-19/h12-15H,4-11H2,1-3H3,(H,21,22)/t12-,13+,14+,15-,17+,18-,19-,20-/m1/s1
• InChI Key: REINKLWVLCQOIC-ONIYAHANSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.25
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9814	98.14%
Caco-2	+	0.8030	80.30%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5634	56.34%
OATP2B1 inhibitior	-	0.8624	86.24%
OATP1B1 inhibitior	+	0.8713	87.13%
OATP1B3 inhibitior	+	0.8997	89.97%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.5454	54.54%
P-glycoprotein inhibitior	-	0.7244	72.44%
P-glycoprotein substrate	-	0.8334	83.34%
CYP3A4 substrate	+	0.6187	61.87%
CYP2C9 substrate	-	0.5918	59.18%
CYP2D6 substrate	-	0.8538	85.38%
CYP3A4 inhibition	-	0.8503	85.03%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	-	0.6692	66.92%
CYP2D6 inhibition	-	0.9382	93.82%
CYP1A2 inhibition	-	0.5985	59.85%
CYP2C8 inhibition	-	0.7781	77.81%
CYP inhibitory promiscuity	-	0.9476	94.76%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6993	69.93%
Eye corrosion	-	0.9708	97.08%
Eye irritation	-	0.9077	90.77%
Skin irritation	-	0.6617	66.17%
Skin corrosion	-	0.9382	93.82%
Ames mutagenesis	-	0.7954	79.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6690	66.90%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.7530	75.30%
skin sensitisation	-	0.6934	69.34%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6196	61.96%
Acute Oral Toxicity (c)	III	0.5700	57.00%
Estrogen receptor binding	+	0.9104	91.04%
Androgen receptor binding	+	0.5299	52.99%
Thyroid receptor binding	+	0.7349	73.49%
Glucocorticoid receptor binding	+	0.8161	81.61%
Aromatase binding	+	0.7384	73.84%
PPAR gamma	-	0.5296	52.96%
Honey bee toxicity	-	0.8805	88.05%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9640	96.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	93.50%	96.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.83%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.60%	94.45%
CHEMBL233	P35372	Mu opioid receptor	84.67%	97.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.32%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.96%	97.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.84%	93.04%
CHEMBL237	P41145	Kappa opioid receptor	83.72%	98.10%
CHEMBL340	P08684	Cytochrome P450 3A4	82.46%	91.19%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.25%	95.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.93%	96.77%
CHEMBL5255	O00206	Toll-like receptor 4	80.90%	92.50%

Plants that contains it

• Plectranthus fruticosus

Cross-Links

• PubChem: 163049068
• LOTUS: LTS0126020
• wikiData: Q105234888