(1S,3R,4S,7R,12S,13R,16S,17S)-3,7,11,16-tetramethyl-2-oxatetracyclo[8.6.1.03,13.012,16]heptadec-10-ene-4,17-diol

Details

• Internal ID: 3596f496-b37e-4f8b-8e33-0bfab4781332
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1S,3R,4S,7R,12S,13R,16S,17S)-3,7,11,16-tetramethyl-2-oxatetracyclo[8.6.1.03,13.012,16]heptadec-10-ene-4,17-diol
• InChI: InChI=1S/C20H32O3/c1-11-5-7-13-12(2)16-14-9-10-19(16,3)18(17(13)22)23-20(14,4)15(21)8-6-11/h11,14-18,21-22H,5-10H2,1-4H3/t11-,14-,15+,16-,17+,18-,19+,20-/m1/s1
• InChI Key: ZKSRMNKTEQEGRN-IKQUXGDSSA-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): 49.70 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 3.44
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9906	99.06%
Caco-2	+	0.6625	66.25%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5697	56.97%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.9100	91.00%
OATP1B3 inhibitior	+	0.9822	98.22%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.8974	89.74%
P-glycoprotein inhibitior	-	0.8556	85.56%
P-glycoprotein substrate	-	0.7605	76.05%
CYP3A4 substrate	+	0.6643	66.43%
CYP2C9 substrate	-	0.6107	61.07%
CYP2D6 substrate	-	0.7267	72.67%
CYP3A4 inhibition	-	0.8546	85.46%
CYP2C9 inhibition	-	0.8492	84.92%
CYP2C19 inhibition	-	0.7711	77.11%
CYP2D6 inhibition	-	0.9246	92.46%
CYP1A2 inhibition	-	0.7150	71.50%
CYP2C8 inhibition	-	0.7580	75.80%
CYP inhibitory promiscuity	-	0.8629	86.29%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5574	55.74%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.8205	82.05%
Skin irritation	+	0.5251	52.51%
Skin corrosion	-	0.9307	93.07%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6132	61.32%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5464	54.64%
skin sensitisation	-	0.7536	75.36%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.7236	72.36%
Acute Oral Toxicity (c)	IV	0.4554	45.54%
Estrogen receptor binding	+	0.7050	70.50%
Androgen receptor binding	+	0.6632	66.32%
Thyroid receptor binding	+	0.7407	74.07%
Glucocorticoid receptor binding	+	0.7006	70.06%
Aromatase binding	-	0.5625	56.25%
PPAR gamma	-	0.6630	66.30%
Honey bee toxicity	-	0.8857	88.57%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9413	94.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.26%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.73%	100.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	86.63%	86.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	85.62%	85.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.52%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.39%	95.89%
CHEMBL1871	P10275	Androgen Receptor	83.37%	96.43%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.49%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	82.23%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.14%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.91%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	80.57%	94.75%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.50%	95.50%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.02%	90.24%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11313238
• LOTUS: LTS0141970
• wikiData: Q105378704