(1R,9R,10S,13S,14S)-14-hydroxy-14-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.01,10.04,9]hexadec-4-en-6-one

Details

• Internal ID: fccf828f-9d6b-41df-936c-604c8aff563a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (1R,9R,10S,13S,14S)-14-hydroxy-14-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.01,10.04,9]hexadec-4-en-6-one
• InChI: InChI=1S/C19H28O3/c1-12-14-5-8-18-9-13(19(22,10-18)11-20)3-4-16(18)17(14,2)7-6-15(12)21/h13,16,20,22H,3-11H2,1-2H3/t13-,16+,17-,18+,19+/m0/s1
• InChI Key: CBPWJAQCXCEEKA-ZNLIYNOOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈O₃
• Molecular Weight: 304.40 g/mol
• Exact Mass: 304.20384475 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 3.00
• H-Bond Acceptor: 3
• 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	+	0.9940	99.40%
Caco-2	+	0.7146	71.46%
Blood Brain Barrier	+	0.6243	62.43%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8073	80.73%
OATP2B1 inhibitior	-	0.8623	86.23%
OATP1B1 inhibitior	+	0.8948	89.48%
OATP1B3 inhibitior	+	0.9769	97.69%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5297	52.97%
BSEP inhibitior	+	0.7152	71.52%
P-glycoprotein inhibitior	-	0.8156	81.56%
P-glycoprotein substrate	-	0.7949	79.49%
CYP3A4 substrate	+	0.6449	64.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8862	88.62%
CYP3A4 inhibition	-	0.8937	89.37%
CYP2C9 inhibition	-	0.7976	79.76%
CYP2C19 inhibition	-	0.8265	82.65%
CYP2D6 inhibition	-	0.9225	92.25%
CYP1A2 inhibition	-	0.8716	87.16%
CYP2C8 inhibition	-	0.7624	76.24%
CYP inhibitory promiscuity	-	0.8969	89.69%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6468	64.68%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9116	91.16%
Skin irritation	-	0.5331	53.31%
Skin corrosion	-	0.9524	95.24%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5210	52.10%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6337	63.37%
skin sensitisation	-	0.8491	84.91%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.6530	65.30%
Acute Oral Toxicity (c)	III	0.5748	57.48%
Estrogen receptor binding	+	0.7367	73.67%
Androgen receptor binding	+	0.5713	57.13%
Thyroid receptor binding	+	0.6816	68.16%
Glucocorticoid receptor binding	+	0.8243	82.43%
Aromatase binding	+	0.6139	61.39%
PPAR gamma	-	0.4884	48.84%
Honey bee toxicity	-	0.8974	89.74%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9787	97.87%

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	95.54%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.99%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.07%	97.09%
CHEMBL2581	P07339	Cathepsin D	90.80%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.51%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.39%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.20%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.34%	97.25%
CHEMBL259	P32245	Melanocortin receptor 4	83.55%	95.38%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.34%	93.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.31%	95.89%
CHEMBL3242	O43570	Carbonic anhydrase XII	81.95%	97.37%

Plants that contains it

• Antennaria geyeri

Cross-Links

• PubChem: 163000222
• LOTUS: LTS0265424
• wikiData: Q104952636