(Z)-2-[2-[(1R,6R,7S,10R,11S,13R)-11-hydroxy-10-methoxy-2,13-dimethyl-9-oxatricyclo[5.3.3.01,6]tridec-2-en-7-yl]ethyl]but-2-ene-1,4-diol

Details

• Internal ID: 0c5936d8-eba3-4645-87da-f8733775afb6
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: (Z)-2-[2-[(1R,6R,7S,10R,11S,13R)-11-hydroxy-10-methoxy-2,13-dimethyl-9-oxatricyclo[5.3.3.01,6]tridec-2-en-7-yl]ethyl]but-2-ene-1,4-diol
• InChI: InChI=1S/C21H34O5/c1-14-5-4-6-17-20(9-7-16(12-23)8-10-22)13-26-19(25-3)21(14,17)18(24)11-15(20)2/h5,8,15,17-19,22-24H,4,6-7,9-13H2,1-3H3/b16-8-/t15-,17-,18+,19-,20+,21+/m1/s1
• InChI Key: OYOCQFXSNOJORV-KVVHMCDWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₄O₅
• Molecular Weight: 366.50 g/mol
• Exact Mass: 366.24062418 g/mol
• Topological Polar Surface Area (TPSA): 79.20 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.41
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9016	90.16%
Caco-2	+	0.6568	65.68%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6739	67.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9095	90.95%
OATP1B3 inhibitior	+	0.9009	90.09%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.7951	79.51%
P-glycoprotein inhibitior	-	0.7444	74.44%
P-glycoprotein substrate	+	0.5214	52.14%
CYP3A4 substrate	+	0.6457	64.57%
CYP2C9 substrate	-	0.8075	80.75%
CYP2D6 substrate	-	0.7838	78.38%
CYP3A4 inhibition	-	0.7368	73.68%
CYP2C9 inhibition	-	0.8966	89.66%
CYP2C19 inhibition	-	0.8109	81.09%
CYP2D6 inhibition	-	0.9482	94.82%
CYP1A2 inhibition	-	0.7143	71.43%
CYP2C8 inhibition	+	0.5903	59.03%
CYP inhibitory promiscuity	-	0.9000	90.00%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6828	68.28%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9603	96.03%
Skin irritation	-	0.6882	68.82%
Skin corrosion	-	0.9610	96.10%
Ames mutagenesis	-	0.5124	51.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7888	78.88%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.6358	63.58%
skin sensitisation	-	0.8833	88.33%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.8116	81.16%
Acute Oral Toxicity (c)	III	0.4120	41.20%
Estrogen receptor binding	+	0.7741	77.41%
Androgen receptor binding	+	0.5887	58.87%
Thyroid receptor binding	+	0.7465	74.65%
Glucocorticoid receptor binding	+	0.6673	66.73%
Aromatase binding	+	0.7725	77.25%
PPAR gamma	+	0.5490	54.90%
Honey bee toxicity	-	0.7863	78.63%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8600	86.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.07%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.68%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.99%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.61%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.09%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.71%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.46%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.81%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.69%	92.94%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	81.01%	86.00%
CHEMBL2581	P07339	Cathepsin D	80.59%	98.95%

Plants that contains it

• Portulaca grandiflora

Cross-Links

• PubChem: 102427314
• LOTUS: LTS0264595
• wikiData: Q105203442