(1S,4R,9S,10R,12R,13S,14S)-5,5,9-trimethyl-6-oxopentacyclo[11.2.1.01,10.04,9.012,14]hexadecane-13-carboxylic acid

Details

• Internal ID: 16e31f7f-7dde-45f0-88ea-41d6365fdf23
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (1S,4R,9S,10R,12R,13S,14S)-5,5,9-trimethyl-6-oxopentacyclo[11.2.1.01,10.04,9.012,14]hexadecane-13-carboxylic acid
• InChI: InChI=1S/C20H28O3/c1-17(2)13-4-7-19-9-12-11(20(12,10-19)16(22)23)8-14(19)18(13,3)6-5-15(17)21/h11-14H,4-10H2,1-3H3,(H,22,23)/t11-,12+,13+,14+,18-,19+,20+/m1/s1
• InChI Key: LWVHCBVUOMLPIW-GIMXPSRNSA-N
• Popularity: 0 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: 3.70
• 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	+	0.9908	99.08%
Caco-2	+	0.6135	61.35%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8650	86.50%
OATP2B1 inhibitior	-	0.8646	86.46%
OATP1B1 inhibitior	+	0.9061	90.61%
OATP1B3 inhibitior	+	0.9490	94.90%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	-	0.6416	64.16%
P-glycoprotein inhibitior	-	0.6412	64.12%
P-glycoprotein substrate	-	0.8151	81.51%
CYP3A4 substrate	+	0.6086	60.86%
CYP2C9 substrate	+	0.5856	58.56%
CYP2D6 substrate	-	0.8540	85.40%
CYP3A4 inhibition	-	0.8496	84.96%
CYP2C9 inhibition	-	0.7131	71.31%
CYP2C19 inhibition	-	0.8570	85.70%
CYP2D6 inhibition	-	0.9673	96.73%
CYP1A2 inhibition	-	0.8283	82.83%
CYP2C8 inhibition	-	0.7299	72.99%
CYP inhibitory promiscuity	-	0.9732	97.32%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6583	65.83%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9042	90.42%
Skin irritation	+	0.5669	56.69%
Skin corrosion	-	0.9093	90.93%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6769	67.69%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.6165	61.65%
skin sensitisation	-	0.6835	68.35%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.5952	59.52%
Acute Oral Toxicity (c)	II	0.4724	47.24%
Estrogen receptor binding	+	0.8897	88.97%
Androgen receptor binding	+	0.6586	65.86%
Thyroid receptor binding	+	0.7151	71.51%
Glucocorticoid receptor binding	+	0.8517	85.17%
Aromatase binding	+	0.7419	74.19%
PPAR gamma	+	0.5469	54.69%
Honey bee toxicity	-	0.9121	91.21%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9936	99.36%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	90.01%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	89.05%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.28%	99.23%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.88%	96.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.37%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.92%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.23%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.71%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.16%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	81.56%	91.19%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.18%	93.04%

Plants that contains it

• Stillingia sanguinolenta

Cross-Links

• PubChem: 162896888
• LOTUS: LTS0242687
• wikiData: Q105158607