(1R,2S,4S,5S,6R,9R,10S,13R,16S)-5-(hydroxymethyl)-5,9,13-trimethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-ene-2,6,16-triol

Details

• Internal ID: 9c85b123-e55f-4bf0-9a48-e6e5016845fe
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1R,2S,4S,5S,6R,9R,10S,13R,16S)-5-(hydroxymethyl)-5,9,13-trimethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-ene-2,6,16-triol
• InChI: InChI=1S/C20H32O4/c1-17-6-4-12-18(2)7-5-14(22)19(3,11-21)13(18)10-15(23)20(12,9-8-17)16(17)24/h8-9,12-16,21-24H,4-7,10-11H2,1-3H3/t12-,13-,14+,15-,16-,17+,18-,19+,20+/m0/s1
• InChI Key: UFORQAKQJLDUDD-HTYYFBMYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₄
• Molecular Weight: 336.50 g/mol
• Exact Mass: 336.23005950 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 1.86
• H-Bond Acceptor: 4
• 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	+	0.9764	97.64%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.6135	61.35%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Lysosomes	0.5526	55.26%
OATP2B1 inhibitior	-	0.8602	86.02%
OATP1B1 inhibitior	+	0.9070	90.70%
OATP1B3 inhibitior	+	0.9385	93.85%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7345	73.45%
BSEP inhibitior	-	0.4887	48.87%
P-glycoprotein inhibitior	-	0.8360	83.60%
P-glycoprotein substrate	-	0.7419	74.19%
CYP3A4 substrate	+	0.6285	62.85%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	-	0.7520	75.20%
CYP3A4 inhibition	-	0.8253	82.53%
CYP2C9 inhibition	-	0.7985	79.85%
CYP2C19 inhibition	-	0.8499	84.99%
CYP2D6 inhibition	-	0.9504	95.04%
CYP1A2 inhibition	-	0.7909	79.09%
CYP2C8 inhibition	-	0.8145	81.45%
CYP inhibitory promiscuity	-	0.8545	85.45%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.7334	73.34%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.9498	94.98%
Skin irritation	-	0.5518	55.18%
Skin corrosion	-	0.9551	95.51%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5639	56.39%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.7077	70.77%
skin sensitisation	-	0.8793	87.93%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.8353	83.53%
Acute Oral Toxicity (c)	III	0.5810	58.10%
Estrogen receptor binding	+	0.7859	78.59%
Androgen receptor binding	+	0.5567	55.67%
Thyroid receptor binding	+	0.7431	74.31%
Glucocorticoid receptor binding	+	0.7654	76.54%
Aromatase binding	+	0.6756	67.56%
PPAR gamma	-	0.5756	57.56%
Honey bee toxicity	-	0.8279	82.79%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9556	95.56%

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	95.30%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	93.41%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.22%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.31%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.57%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.64%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.29%	82.69%
CHEMBL221	P23219	Cyclooxygenase-1	84.25%	90.17%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.57%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.41%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.41%	95.89%
CHEMBL237	P41145	Kappa opioid receptor	82.18%	98.10%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.86%	95.50%

Plants that contains it

• Sideritis pusilla

Cross-Links

• PubChem: 102090484
• LOTUS: LTS0102390
• wikiData: Q104395955