(1R,4S,5S,8S,9S,10S,11S)-10-(hydroxymethyl)-4,11-dimethyl-5-propan-2-yl-14-oxatetracyclo[9.2.1.01,9.04,8]tetradecan-9-ol

Details

• Internal ID: fe4ba7fe-71aa-46b4-8d47-9bd4373b97d8
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Monosaccharides
• IUPAC Name: (1R,4S,5S,8S,9S,10S,11S)-10-(hydroxymethyl)-4,11-dimethyl-5-propan-2-yl-14-oxatetracyclo[9.2.1.01,9.04,8]tetradecan-9-ol
• SMILES (Canonical): CC(C)C1CCC2C1(CCC34C2(C(C(O3)(CC4)C)CO)O)C
• SMILES (Isomeric): CC(C)[C@@H]1CC[C@H]2[C@]1(CC[C@@]34[C@]2([C@@H]([C@@](O3)(CC4)C)CO)O)C
• InChI: InChI=1S/C19H32O3/c1-12(2)13-5-6-14-16(13,3)7-9-18-10-8-17(4,22-18)15(11-20)19(14,18)21/h12-15,20-21H,5-11H2,1-4H3/t13-,14-,15+,16-,17-,18+,19-/m0/s1
• InChI Key: AYLBIXSXMOMHSY-DSEYRMEUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₂O₃
• Molecular Weight: 308.50 g/mol
• Exact Mass: 308.23514488 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.13
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9626	96.26%
Caco-2	+	0.6040	60.40%
Blood Brain Barrier	+	0.7885	78.85%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6422	64.22%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.8904	89.04%
OATP1B3 inhibitior	+	0.9382	93.82%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6358	63.58%
BSEP inhibitior	-	0.7961	79.61%
P-glycoprotein inhibitior	-	0.8967	89.67%
P-glycoprotein substrate	-	0.7949	79.49%
CYP3A4 substrate	+	0.5935	59.35%
CYP2C9 substrate	-	0.5976	59.76%
CYP2D6 substrate	-	0.7748	77.48%
CYP3A4 inhibition	-	0.8732	87.32%
CYP2C9 inhibition	-	0.6916	69.16%
CYP2C19 inhibition	-	0.7944	79.44%
CYP2D6 inhibition	-	0.9490	94.90%
CYP1A2 inhibition	-	0.8063	80.63%
CYP2C8 inhibition	-	0.8358	83.58%
CYP inhibitory promiscuity	-	0.7470	74.70%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6281	62.81%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.7942	79.42%
Skin irritation	-	0.7179	71.79%
Skin corrosion	-	0.9457	94.57%
Ames mutagenesis	-	0.5672	56.72%
Human Ether-a-go-go-Related Gene inhibition	-	0.7126	71.26%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8704	87.04%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.5948	59.48%
Acute Oral Toxicity (c)	III	0.6734	67.34%
Estrogen receptor binding	+	0.8272	82.72%
Androgen receptor binding	+	0.6342	63.42%
Thyroid receptor binding	+	0.6284	62.84%
Glucocorticoid receptor binding	+	0.7209	72.09%
Aromatase binding	+	0.6270	62.70%
PPAR gamma	-	0.5282	52.82%
Honey bee toxicity	-	0.8270	82.70%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.8571	85.71%

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	99.17%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.76%	96.61%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	94.48%	96.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.71%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.20%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	89.40%	97.79%
CHEMBL5203	P33316	dUTP pyrophosphatase	88.05%	99.18%
CHEMBL226	P30542	Adenosine A1 receptor	86.34%	95.93%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.73%	95.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.27%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.08%	95.89%
CHEMBL333	P08253	Matrix metalloproteinase-2	84.34%	96.31%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.96%	100.00%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	83.95%	98.46%
CHEMBL4073	P09237	Matrix metalloproteinase 7	83.68%	97.56%
CHEMBL2581	P07339	Cathepsin D	83.39%	98.95%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.21%	92.88%
CHEMBL284	P27487	Dipeptidyl peptidase IV	82.81%	95.69%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.58%	95.83%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	82.31%	95.34%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	82.20%	95.36%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.17%	97.14%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	82.16%	92.78%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.86%	94.45%
CHEMBL299	P17252	Protein kinase C alpha	81.75%	98.03%
CHEMBL2094135	Q96BI3	Gamma-secretase	81.20%	98.05%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.65%	95.89%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.43%	95.71%
CHEMBL2431	P31751	Serine/threonine-protein kinase AKT2	80.24%	98.33%

Plants that contains it

• Azorella cryptantha
• Azorella madreporica

Cross-Links

• PubChem: 163040786
• LOTUS: LTS0146832
• wikiData: Q104921181