2,12,16-Trihydroxy-5,9-dimethyl-14-methylidene-15-oxotetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid

Details

• Internal ID: 8c5ff169-0852-4546-968e-2ca41d52f2e9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: 2,12,16-trihydroxy-5,9-dimethyl-14-methylidene-15-oxotetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid
• InChI: InChI=1S/C20H28O6/c1-9-14-10(21)7-12-18(2)5-4-6-19(3,17(25)26)11(18)8-13(22)20(12,15(9)23)16(14)24/h10-14,16,21-22,24H,1,4-8H2,2-3H3,(H,25,26)
• InChI Key: XQDWXCVQCUOQHW-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₆
• Molecular Weight: 364.40 g/mol
• Exact Mass: 364.18858861 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.13
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9754	97.54%
Caco-2	-	0.6421	64.21%
Blood Brain Barrier	+	0.6027	60.27%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7021	70.21%
OATP2B1 inhibitior	-	0.8609	86.09%
OATP1B1 inhibitior	+	0.8537	85.37%
OATP1B3 inhibitior	-	0.2325	23.25%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6006	60.06%
BSEP inhibitior	-	0.9131	91.31%
P-glycoprotein inhibitior	-	0.7910	79.10%
P-glycoprotein substrate	-	0.7640	76.40%
CYP3A4 substrate	+	0.5984	59.84%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	-	0.8731	87.31%
CYP3A4 inhibition	-	0.8667	86.67%
CYP2C9 inhibition	-	0.8498	84.98%
CYP2C19 inhibition	-	0.9223	92.23%
CYP2D6 inhibition	-	0.9505	95.05%
CYP1A2 inhibition	-	0.8619	86.19%
CYP2C8 inhibition	-	0.8046	80.46%
CYP inhibitory promiscuity	-	0.9581	95.81%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6197	61.97%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.8766	87.66%
Skin irritation	+	0.6033	60.33%
Skin corrosion	-	0.9177	91.77%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6775	67.75%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.6426	64.26%
skin sensitisation	-	0.7555	75.55%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	+	0.5761	57.61%
Acute Oral Toxicity (c)	I	0.5149	51.49%
Estrogen receptor binding	+	0.8323	83.23%
Androgen receptor binding	+	0.5565	55.65%
Thyroid receptor binding	+	0.6288	62.88%
Glucocorticoid receptor binding	+	0.7449	74.49%
Aromatase binding	+	0.6693	66.93%
PPAR gamma	+	0.6136	61.36%
Honey bee toxicity	-	0.8636	86.36%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	92.43%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.95%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.69%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.67%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.25%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	86.90%	91.19%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.36%	85.14%
CHEMBL2581	P07339	Cathepsin D	84.79%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	84.22%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.18%	97.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.59%	93.04%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.23%	93.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.16%	99.23%

Plants that contains it

• Isodon albopilosus

Cross-Links

• PubChem: 75051952
• LOTUS: LTS0053538
• wikiData: Q105339645