(1R,4S,9R,10S,13S,14S)-14-hydroxy-5,5,14-trimethyltetracyclo[11.2.1.01,10.04,9]hexadecane-9-carboxylic acid

Details

• Internal ID: e184886f-efa3-429d-a540-b4778aa1fd48
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (1R,4S,9R,10S,13S,14S)-14-hydroxy-5,5,14-trimethyltetracyclo[11.2.1.01,10.04,9]hexadecane-9-carboxylic acid
• InChI: InChI=1S/C20H32O3/c1-17(2)8-4-9-20(16(21)22)14(17)7-10-19-11-13(5-6-15(19)20)18(3,23)12-19/h13-15,23H,4-12H2,1-3H3,(H,21,22)/t13-,14-,15-,18-,19+,20+/m0/s1
• InChI Key: LDNAOWMCPDDNLK-MXZSYGRSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₃
• Molecular Weight: 320.50 g/mol
• Exact Mass: 320.23514488 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.23
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9946	99.46%
Caco-2	+	0.6571	65.71%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7688	76.88%
OATP2B1 inhibitior	-	0.8518	85.18%
OATP1B1 inhibitior	+	0.9322	93.22%
OATP1B3 inhibitior	+	0.9356	93.56%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.5640	56.40%
P-glycoprotein inhibitior	-	0.8705	87.05%
P-glycoprotein substrate	-	0.8283	82.83%
CYP3A4 substrate	+	0.6076	60.76%
CYP2C9 substrate	+	0.5617	56.17%
CYP2D6 substrate	-	0.8614	86.14%
CYP3A4 inhibition	-	0.9515	95.15%
CYP2C9 inhibition	-	0.7561	75.61%
CYP2C19 inhibition	-	0.8919	89.19%
CYP2D6 inhibition	-	0.9695	96.95%
CYP1A2 inhibition	-	0.8245	82.45%
CYP2C8 inhibition	-	0.6983	69.83%
CYP inhibitory promiscuity	-	0.9724	97.24%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6707	67.07%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.8869	88.69%
Skin irritation	+	0.5543	55.43%
Skin corrosion	-	0.9406	94.06%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6996	69.96%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.5448	54.48%
skin sensitisation	-	0.6341	63.41%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.4835	48.35%
Acute Oral Toxicity (c)	III	0.6861	68.61%
Estrogen receptor binding	+	0.8576	85.76%
Androgen receptor binding	+	0.5290	52.90%
Thyroid receptor binding	+	0.6184	61.84%
Glucocorticoid receptor binding	+	0.6076	60.76%
Aromatase binding	+	0.6800	68.00%
PPAR gamma	-	0.6134	61.34%
Honey bee toxicity	-	0.9276	92.76%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9769	97.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	97.42%	96.38%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.78%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.11%	96.09%
CHEMBL284	P27487	Dipeptidyl peptidase IV	90.45%	95.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.32%	91.11%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.58%	93.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.17%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.72%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.88%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.71%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.36%	95.56%

Plants that contains it

• Tripterygium doianum

Cross-Links

• PubChem: 162969352
• LOTUS: LTS0151689
• wikiData: Q105150274