methyl (1S,5S,9S,10R,12S)-16-(2-hydroxypropan-2-yl)-5,9-dimethyl-13,14-dioxatetracyclo[10.2.2.01,10.04,9]hexadec-15-ene-5-carboxylate

Details

• Internal ID: 395f2263-4f95-4bc1-b4c8-264c251e923f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: methyl (1S,5S,9S,10R,12S)-16-(2-hydroxypropan-2-yl)-5,9-dimethyl-13,14-dioxatetracyclo[10.2.2.01,10.04,9]hexadec-15-ene-5-carboxylate
• InChI: InChI=1S/C21H32O5/c1-18(2,23)13-12-21-10-7-15-19(3,16(21)11-14(13)25-26-21)8-6-9-20(15,4)17(22)24-5/h12,14-16,23H,6-11H2,1-5H3/t14-,15?,16+,19-,20-,21-/m0/s1
• InChI Key: IOWHRFKVRZOMCP-SKTKMLTQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₅
• Molecular Weight: 364.50 g/mol
• Exact Mass: 364.22497412 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.55
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9581	95.81%
Caco-2	+	0.7749	77.49%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5776	57.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8611	86.11%
OATP1B3 inhibitior	+	0.9008	90.08%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8455	84.55%
P-glycoprotein inhibitior	-	0.6181	61.81%
P-glycoprotein substrate	-	0.6406	64.06%
CYP3A4 substrate	+	0.6754	67.54%
CYP2C9 substrate	-	0.5818	58.18%
CYP2D6 substrate	-	0.8216	82.16%
CYP3A4 inhibition	-	0.7989	79.89%
CYP2C9 inhibition	-	0.7483	74.83%
CYP2C19 inhibition	-	0.7554	75.54%
CYP2D6 inhibition	-	0.9189	91.89%
CYP1A2 inhibition	-	0.6453	64.53%
CYP2C8 inhibition	-	0.6435	64.35%
CYP inhibitory promiscuity	-	0.8681	86.81%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6560	65.60%
Eye corrosion	-	0.9814	98.14%
Eye irritation	-	0.9315	93.15%
Skin irritation	-	0.6780	67.80%
Skin corrosion	-	0.9599	95.99%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5752	57.52%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.7350	73.50%
skin sensitisation	-	0.6840	68.40%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7050	70.50%
Acute Oral Toxicity (c)	III	0.4935	49.35%
Estrogen receptor binding	+	0.8876	88.76%
Androgen receptor binding	+	0.6090	60.90%
Thyroid receptor binding	+	0.7799	77.99%
Glucocorticoid receptor binding	+	0.8637	86.37%
Aromatase binding	+	0.6315	63.15%
PPAR gamma	+	0.5840	58.40%
Honey bee toxicity	-	0.8695	86.95%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9648	96.48%

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	99.25%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.20%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.30%	96.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.36%	91.07%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.23%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.67%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.79%	97.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.58%	95.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.74%	93.04%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.32%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.80%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.14%	97.09%

Plants that contains it

• Juniperus phoenicea

Cross-Links

• PubChem: 162975263
• LOTUS: LTS0194902
• wikiData: Q105116952