1,10-Seco-2,3-seco-aromadendrane

Details

• Internal ID: 1cdec7a6-ece0-409f-a324-41ef7947300f
• Taxonomy: Organoheterocyclic compounds > Oxanes
• IUPAC Name: 4-[(1S,2R,3R)-2-(hydroxymethyl)-3-[(4S,5R)-2-hydroxy-5-methyloxan-4-yl]-2-methylcyclopropyl]butan-2-one
• InChI: InChI=1S/C15H26O4/c1-9-7-19-13(18)6-11(9)14-12(5-4-10(2)17)15(14,3)8-16/h9,11-14,16,18H,4-8H2,1-3H3/t9-,11+,12-,13?,14+,15+/m0/s1
• InChI Key: XWGMWDXATZANIP-MVDNQNLJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₄
• Molecular Weight: 270.36 g/mol
• Exact Mass: 270.18310931 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.59
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8724	87.24%
Caco-2	+	0.7043	70.43%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8878	88.78%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.8872	88.72%
OATP1B3 inhibitior	+	0.9126	91.26%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.7352	73.52%
BSEP inhibitior	-	0.7513	75.13%
P-glycoprotein inhibitior	-	0.9240	92.40%
P-glycoprotein substrate	-	0.6509	65.09%
CYP3A4 substrate	+	0.6171	61.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8411	84.11%
CYP3A4 inhibition	-	0.7204	72.04%
CYP2C9 inhibition	-	0.8671	86.71%
CYP2C19 inhibition	-	0.9015	90.15%
CYP2D6 inhibition	-	0.9455	94.55%
CYP1A2 inhibition	-	0.8805	88.05%
CYP2C8 inhibition	-	0.8684	86.84%
CYP inhibitory promiscuity	-	0.9632	96.32%
UGT catelyzed	-	0.7638	76.38%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7000	70.00%
Eye corrosion	-	0.9845	98.45%
Eye irritation	-	0.9135	91.35%
Skin irritation	-	0.7786	77.86%
Skin corrosion	-	0.9667	96.67%
Ames mutagenesis	+	0.6222	62.22%
Human Ether-a-go-go-Related Gene inhibition	-	0.6265	62.65%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5300	53.00%
skin sensitisation	-	0.8769	87.69%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.5260	52.60%
Acute Oral Toxicity (c)	III	0.5341	53.41%
Estrogen receptor binding	+	0.6757	67.57%
Androgen receptor binding	-	0.5285	52.85%
Thyroid receptor binding	+	0.5834	58.34%
Glucocorticoid receptor binding	+	0.7750	77.50%
Aromatase binding	-	0.6514	65.14%
PPAR gamma	-	0.7144	71.44%
Honey bee toxicity	-	0.6606	66.06%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.7557	75.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.95%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.54%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.47%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.08%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	90.81%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.33%	89.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.20%	95.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.13%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.56%	100.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.97%	89.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.93%	97.09%
CHEMBL2581	P07339	Cathepsin D	83.16%	98.95%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.23%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.00%	99.23%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.90%	96.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.66%	96.77%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.07%	92.94%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139585498
• LOTUS: LTS0035808
• wikiData: Q77423948