Pterokaurene L3

Details

• Internal ID: 4a2454f4-bc2f-48cd-91cf-42f839e468b5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (1S,4S,5R,9R,10S,13R)-10-hydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid
• InChI: InChI=1S/C20H30O3/c1-13-11-19-9-6-15-17(2,16(21)22)7-4-8-18(15,3)20(19,23)10-5-14(13)12-19/h14-15,23H,1,4-12H2,2-3H3,(H,21,22)/t14-,15-,17-,18-,19-,20-/m1/s1
• InChI Key: GQFVICMVZLJUEP-ABWGISGVSA-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): 57.50 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 4.16
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 77658-38-9
• (1S,4S,5R,9R,10S,13R)-10-hydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid
• orb1681830
• AKOS040762241
• (4alpha)-9-Hydroxykaur-16-en-18-oic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9955	99.55%
Caco-2	+	0.7797	77.97%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7434	74.34%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.8767	87.67%
OATP1B3 inhibitior	+	0.8362	83.62%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.6081	60.81%
BSEP inhibitior	-	0.5935	59.35%
P-glycoprotein inhibitior	-	0.8912	89.12%
P-glycoprotein substrate	-	0.7381	73.81%
CYP3A4 substrate	+	0.6299	62.99%
CYP2C9 substrate	-	0.5999	59.99%
CYP2D6 substrate	-	0.8675	86.75%
CYP3A4 inhibition	-	0.8377	83.77%
CYP2C9 inhibition	-	0.9031	90.31%
CYP2C19 inhibition	-	0.8774	87.74%
CYP2D6 inhibition	-	0.9435	94.35%
CYP1A2 inhibition	-	0.8516	85.16%
CYP2C8 inhibition	-	0.7360	73.60%
CYP inhibitory promiscuity	-	0.9229	92.29%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5267	52.67%
Eye corrosion	-	0.9947	99.47%
Eye irritation	-	0.6155	61.55%
Skin irritation	+	0.6062	60.62%
Skin corrosion	-	0.9408	94.08%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5225	52.25%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5448	54.48%
skin sensitisation	-	0.5977	59.77%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	+	0.6290	62.90%
Acute Oral Toxicity (c)	III	0.5022	50.22%
Estrogen receptor binding	+	0.6112	61.12%
Androgen receptor binding	+	0.6735	67.35%
Thyroid receptor binding	+	0.5784	57.84%
Glucocorticoid receptor binding	+	0.7991	79.91%
Aromatase binding	+	0.6895	68.95%
PPAR gamma	-	0.5226	52.26%
Honey bee toxicity	-	0.9182	91.82%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9973	99.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.38%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.65%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.70%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.01%	91.11%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.49%	93.04%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.31%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.86%	93.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.62%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.60%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	80.43%	90.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.27%	82.69%

Plants that contains it

• Oyedaea verbesinoides

Cross-Links

• PubChem: 26112861
• LOTUS: LTS0190021
• wikiData: Q105015357