2,8-Dihydroxy-14-(hydroxymethyl)-5,9-dimethyl-15-oxotetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid

Details

• Internal ID: 97af1b8e-af6d-4654-b2de-8c762b27d6da
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: 2,8-dihydroxy-14-(hydroxymethyl)-5,9-dimethyl-15-oxotetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid
• InChI: InChI=1S/C20H30O6/c1-18(17(25)26)6-5-14(22)19(2)12-4-3-10-8-20(12,15(23)7-13(18)19)16(24)11(10)9-21/h10-15,21-23H,3-9H2,1-2H3,(H,25,26)
• InChI Key: ZYGJPARGCUFFBD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₆
• Molecular Weight: 366.40 g/mol
• Exact Mass: 366.20423867 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.21
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9750	97.50%
Caco-2	-	0.6524	65.24%
Blood Brain Barrier	+	0.5080	50.80%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7930	79.30%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.8937	89.37%
OATP1B3 inhibitior	+	0.9546	95.46%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6799	67.99%
BSEP inhibitior	-	0.8323	83.23%
P-glycoprotein inhibitior	-	0.8203	82.03%
P-glycoprotein substrate	-	0.6430	64.30%
CYP3A4 substrate	+	0.6161	61.61%
CYP2C9 substrate	-	0.8217	82.17%
CYP2D6 substrate	-	0.8459	84.59%
CYP3A4 inhibition	-	0.8231	82.31%
CYP2C9 inhibition	-	0.8786	87.86%
CYP2C19 inhibition	-	0.9348	93.48%
CYP2D6 inhibition	-	0.9662	96.62%
CYP1A2 inhibition	-	0.8695	86.95%
CYP2C8 inhibition	-	0.7069	70.69%
CYP inhibitory promiscuity	-	0.9716	97.16%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7186	71.86%
Eye corrosion	-	0.9944	99.44%
Eye irritation	-	0.9026	90.26%
Skin irritation	-	0.5480	54.80%
Skin corrosion	-	0.9494	94.94%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7692	76.92%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.7240	72.40%
skin sensitisation	-	0.9392	93.92%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.6192	61.92%
Acute Oral Toxicity (c)	III	0.5729	57.29%
Estrogen receptor binding	+	0.8270	82.70%
Androgen receptor binding	+	0.6541	65.41%
Thyroid receptor binding	+	0.6579	65.79%
Glucocorticoid receptor binding	+	0.7508	75.08%
Aromatase binding	+	0.5443	54.43%
PPAR gamma	+	0.5594	55.94%
Honey bee toxicity	-	0.8642	86.42%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9779	97.79%

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	94.94%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.78%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.33%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	91.19%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.18%	91.11%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.96%	93.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.77%	96.61%
CHEMBL2581	P07339	Cathepsin D	85.14%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.44%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.06%	95.56%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.78%	96.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.07%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 75633013
• LOTUS: LTS0153888
• wikiData: Q104202921