(1S,4S,6S,9S,10R,13R,14S)-6-hydroxy-14-(hydroxymethyl)-5,5,9-trimethyltetracyclo[11.2.1.01,10.04,9]hexadecan-7-one

Details

• Internal ID: 5efadfc7-1149-4a98-b978-929ce85ef4c0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (1S,4S,6S,9S,10R,13R,14S)-6-hydroxy-14-(hydroxymethyl)-5,5,9-trimethyltetracyclo[11.2.1.01,10.04,9]hexadecan-7-one
• InChI: InChI=1S/C20H32O3/c1-18(2)15-6-7-20-8-12(13(9-20)11-21)4-5-16(20)19(15,3)10-14(22)17(18)23/h12-13,15-17,21,23H,4-11H2,1-3H3/t12-,13-,15-,16+,17-,19-,20+/m1/s1
• InChI Key: OMWFJAIDJSZDFV-VTKGVCQTSA-N
• Popularity: 0 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: 3.80
• Atomic LogP (AlogP): 3.18
• 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	+	0.9921	99.21%
Caco-2	+	0.5858	58.58%
Blood Brain Barrier	+	0.7135	71.35%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8296	82.96%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.9054	90.54%
OATP1B3 inhibitior	+	0.9441	94.41%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5855	58.55%
BSEP inhibitior	-	0.6420	64.20%
P-glycoprotein inhibitior	-	0.8216	82.16%
P-glycoprotein substrate	-	0.7741	77.41%
CYP3A4 substrate	+	0.6397	63.97%
CYP2C9 substrate	-	0.8236	82.36%
CYP2D6 substrate	-	0.7781	77.81%
CYP3A4 inhibition	-	0.8609	86.09%
CYP2C9 inhibition	-	0.5610	56.10%
CYP2C19 inhibition	-	0.8815	88.15%
CYP2D6 inhibition	-	0.9627	96.27%
CYP1A2 inhibition	-	0.6800	68.00%
CYP2C8 inhibition	-	0.8510	85.10%
CYP inhibitory promiscuity	-	0.8790	87.90%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7093	70.93%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9086	90.86%
Skin irritation	-	0.6572	65.72%
Skin corrosion	-	0.9643	96.43%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6435	64.35%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.6240	62.40%
skin sensitisation	-	0.8185	81.85%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.5135	51.35%
Acute Oral Toxicity (c)	III	0.6947	69.47%
Estrogen receptor binding	+	0.7956	79.56%
Androgen receptor binding	+	0.5441	54.41%
Thyroid receptor binding	+	0.5803	58.03%
Glucocorticoid receptor binding	+	0.6840	68.40%
Aromatase binding	+	0.5631	56.31%
PPAR gamma	-	0.7174	71.74%
Honey bee toxicity	-	0.8447	84.47%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9578	95.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.65%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.86%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.52%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.39%	97.09%
CHEMBL2581	P07339	Cathepsin D	89.36%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.55%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	86.11%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.29%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	83.73%	95.93%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.46%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.43%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.38%	95.89%

Plants that contains it

• Stillingia sanguinolenta

Cross-Links

• PubChem: 23731230
• LOTUS: LTS0116703
• wikiData: Q105194535