13-Hydroxy-5,5,9,14-tetramethyltetracyclo[11.2.1.01,10.04,9]hexadecane-6,15-dione

Details

• Internal ID: b728f794-7e35-4d60-906a-bb0cd51f79d5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: 13-hydroxy-5,5,9,14-tetramethyltetracyclo[11.2.1.01,10.04,9]hexadecane-6,15-dione
• SMILES (Canonical): CC1C(=O)C23CCC4C(C(=O)CCC4(C2CCC1(C3)O)C)(C)C
• SMILES (Isomeric): CC1C(=O)C23CCC4C(C(=O)CCC4(C2CCC1(C3)O)C)(C)C
• InChI: InChI=1S/C20H30O3/c1-12-16(22)19-9-5-13-17(2,3)15(21)7-8-18(13,4)14(19)6-10-20(12,23)11-19/h12-14,23H,5-11H2,1-4H3
• InChI Key: GLAVJHGNDIKDLV-UHFFFAOYSA-N
• Popularity: 0 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): 54.40 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.53
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	+	0.7919	79.19%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7739	77.39%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.9306	93.06%
OATP1B3 inhibitior	+	0.9544	95.44%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6500	65.00%
BSEP inhibitior	-	0.8091	80.91%
P-glycoprotein inhibitior	-	0.6300	63.00%
P-glycoprotein substrate	-	0.8699	86.99%
CYP3A4 substrate	+	0.5930	59.30%
CYP2C9 substrate	-	0.6440	64.40%
CYP2D6 substrate	-	0.8023	80.23%
CYP3A4 inhibition	-	0.8928	89.28%
CYP2C9 inhibition	-	0.6489	64.89%
CYP2C19 inhibition	-	0.7846	78.46%
CYP2D6 inhibition	-	0.9725	97.25%
CYP1A2 inhibition	-	0.8411	84.11%
CYP2C8 inhibition	-	0.8783	87.83%
CYP inhibitory promiscuity	-	0.9776	97.76%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6016	60.16%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9138	91.38%
Skin irritation	+	0.6166	61.66%
Skin corrosion	-	0.8968	89.68%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7415	74.15%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.6549	65.49%
skin sensitisation	-	0.7325	73.25%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6152	61.52%
Acute Oral Toxicity (c)	II	0.6031	60.31%
Estrogen receptor binding	+	0.8876	88.76%
Androgen receptor binding	+	0.6722	67.22%
Thyroid receptor binding	+	0.6745	67.45%
Glucocorticoid receptor binding	+	0.6912	69.12%
Aromatase binding	-	0.5165	51.65%
PPAR gamma	+	0.5874	58.74%
Honey bee toxicity	-	0.9113	91.13%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9809	98.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1937	Q92769	Histone deacetylase 2	91.10%	94.75%
CHEMBL2581	P07339	Cathepsin D	88.20%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.01%	91.11%
CHEMBL4072	P07858	Cathepsin B	87.67%	93.67%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.89%	82.69%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.35%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.22%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.97%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.51%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.87%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.15%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.54%	92.94%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.62%	93.04%
CHEMBL259	P32245	Melanocortin receptor 4	80.22%	95.38%

Plants that contains it

• Liochlaena subulata

Cross-Links

• PubChem: 162929582
• LOTUS: LTS0088098
• wikiData: Q105010728