(1R,4S,5R,9S,10R,12R,13R,14S)-5,9,13-trimethyl-16-oxopentacyclo[11.2.1.01,10.04,9.012,14]hexadecane-5-carboxylic acid

Details

• Internal ID: 6872e677-e2dc-4c5c-ac34-c133ce2b1c06
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (1R,4S,5R,9S,10R,12R,13R,14S)-5,9,13-trimethyl-16-oxopentacyclo[11.2.1.01,10.04,9.012,14]hexadecane-5-carboxylic acid
• InChI: InChI=1S/C20H28O3/c1-17-6-4-7-18(2,16(22)23)13(17)5-8-20-10-12-11(9-14(17)20)19(12,3)15(20)21/h11-14H,4-10H2,1-3H3,(H,22,23)/t11-,12+,13+,14-,17-,18-,19-,20-/m1/s1
• InChI Key: UGBZTWXBAZGOFM-GRESOBKWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.91
• 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	+	0.9905	99.05%
Caco-2	+	0.7529	75.29%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8033	80.33%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.8636	86.36%
OATP1B3 inhibitior	+	0.9445	94.45%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.6500	65.00%
BSEP inhibitior	-	0.6783	67.83%
P-glycoprotein inhibitior	-	0.6565	65.65%
P-glycoprotein substrate	-	0.8695	86.95%
CYP3A4 substrate	+	0.6480	64.80%
CYP2C9 substrate	-	0.5816	58.16%
CYP2D6 substrate	-	0.8585	85.85%
CYP3A4 inhibition	-	0.8205	82.05%
CYP2C9 inhibition	-	0.6571	65.71%
CYP2C19 inhibition	-	0.8442	84.42%
CYP2D6 inhibition	-	0.9595	95.95%
CYP1A2 inhibition	-	0.7035	70.35%
CYP2C8 inhibition	-	0.8001	80.01%
CYP inhibitory promiscuity	-	0.9673	96.73%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6240	62.40%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.8701	87.01%
Skin irritation	+	0.5588	55.88%
Skin corrosion	-	0.9115	91.15%
Ames mutagenesis	-	0.6737	67.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.7756	77.56%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.7018	70.18%
skin sensitisation	-	0.7240	72.40%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.6012	60.12%
Acute Oral Toxicity (c)	II	0.5256	52.56%
Estrogen receptor binding	+	0.8866	88.66%
Androgen receptor binding	+	0.5878	58.78%
Thyroid receptor binding	+	0.7263	72.63%
Glucocorticoid receptor binding	+	0.8118	81.18%
Aromatase binding	+	0.6708	67.08%
PPAR gamma	-	0.4841	48.41%
Honey bee toxicity	-	0.8931	89.31%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9960	99.60%

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	91.19%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.50%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.99%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.47%	97.25%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.95%	93.04%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.95%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.25%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.86%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	83.18%	91.19%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.11%	93.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.97%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.67%	82.69%
CHEMBL4040	P28482	MAP kinase ERK2	81.53%	83.82%

Plants that contains it

• Xylopia aethiopica

Cross-Links

• PubChem: 162920858
• LOTUS: LTS0227635
• wikiData: Q105272253