(1R,3R,5R,8R,10R,12R)-5,12-bis(prop-1-en-2-yl)-2,9-dioxatetracyclo[6.6.2.01,10.03,8]hexadecane-3,10-diol

Details

• Internal ID: 6e9fde2b-8331-47d5-a438-b094bed8b547
• Taxonomy: Organoheterocyclic compounds > Dioxanes > 1,4-dioxanes
• IUPAC Name: (1R,3R,5R,8R,10R,12R)-5,12-bis(prop-1-en-2-yl)-2,9-dioxatetracyclo[6.6.2.01,10.03,8]hexadecane-3,10-diol
• SMILES (Canonical): CC(=C)C1CCC23CCC4(CCC(CC4(O2)O)C(=C)C)OC3(C1)O
• SMILES (Isomeric): CC(=C)[C@@H]1CC[C@]23CC[C@@]4(CC[C@H](C[C@]4(O2)O)C(=C)C)O[C@@]3(C1)O
• InChI: InChI=1S/C20H30O4/c1-13(2)15-5-7-17-9-10-18(23-19(17,21)11-15)8-6-16(14(3)4)12-20(18,22)24-17/h15-16,21-22H,1,3,5-12H2,2,4H3/t15-,16-,17-,18-,19-,20-/m1/s1
• InChI Key: WNSFNRZOIJSTPM-BZIXAJQCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.21440943 g/mol
• Topological Polar Surface Area (TPSA): 58.90 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.43
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• CHEBI:232368

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9485	94.85%
Caco-2	-	0.5661	56.61%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6912	69.12%
OATP2B1 inhibitior	-	0.8532	85.32%
OATP1B1 inhibitior	+	0.9444	94.44%
OATP1B3 inhibitior	+	0.8996	89.96%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8240	82.40%
BSEP inhibitior	-	0.6704	67.04%
P-glycoprotein inhibitior	-	0.8553	85.53%
P-glycoprotein substrate	-	0.8867	88.67%
CYP3A4 substrate	+	0.5107	51.07%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.7684	76.84%
CYP3A4 inhibition	-	0.9167	91.67%
CYP2C9 inhibition	-	0.9334	93.34%
CYP2C19 inhibition	-	0.8883	88.83%
CYP2D6 inhibition	-	0.9237	92.37%
CYP1A2 inhibition	-	0.8222	82.22%
CYP2C8 inhibition	-	0.8796	87.96%
CYP inhibitory promiscuity	-	0.9616	96.16%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6234	62.34%
Eye corrosion	-	0.9865	98.65%
Eye irritation	+	0.5543	55.43%
Skin irritation	-	0.6027	60.27%
Skin corrosion	-	0.9271	92.71%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4926	49.26%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5072	50.72%
skin sensitisation	-	0.7062	70.62%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.6055	60.55%
Acute Oral Toxicity (c)	III	0.5738	57.38%
Estrogen receptor binding	+	0.8697	86.97%
Androgen receptor binding	+	0.5643	56.43%
Thyroid receptor binding	+	0.5668	56.68%
Glucocorticoid receptor binding	+	0.7483	74.83%
Aromatase binding	+	0.7626	76.26%
PPAR gamma	+	0.5735	57.35%
Honey bee toxicity	-	0.8769	87.69%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9170	91.70%

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	95.73%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.99%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.14%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.79%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.36%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.47%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.19%	95.89%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.76%	93.04%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.59%	96.61%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11336586
• LOTUS: LTS0163052
• wikiData: Q105309265