Caryophyllan

Details

• Internal ID: 47ae8de5-2844-4d9a-b093-2c344ce7d631
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Monosaccharides > Hexoses
• IUPAC Name: (1S,3S,4R,5R)-1-(3,5-dihydroxy-6-methoxy-2-methyloxan-3-yl)-3-methoxyhexane-1,4,5-triol
• InChI: InChI=1S/C14H28O8/c1-7(15)12(18)10(20-3)5-11(17)14(19)6-9(16)13(21-4)22-8(14)2/h7-13,15-19H,5-6H2,1-4H3/t7-,8?,9?,10+,11+,12-,13?,14?/m1/s1
• InChI Key: DPJADXJMXJQMMX-RTIOCKPSSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₈O₈
• Molecular Weight: 324.37 g/mol
• Exact Mass: 324.17841785 g/mol
• Topological Polar Surface Area (TPSA): 129.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -1.63
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7349	73.49%
Caco-2	-	0.7555	75.55%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6179	61.79%
OATP2B1 inhibitior	-	0.8544	85.44%
OATP1B1 inhibitior	+	0.9192	91.92%
OATP1B3 inhibitior	+	0.9237	92.37%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9571	95.71%
P-glycoprotein inhibitior	-	0.8936	89.36%
P-glycoprotein substrate	+	0.5389	53.89%
CYP3A4 substrate	+	0.5749	57.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8200	82.00%
CYP3A4 inhibition	-	0.9379	93.79%
CYP2C9 inhibition	-	0.9189	91.89%
CYP2C19 inhibition	-	0.8932	89.32%
CYP2D6 inhibition	-	0.9333	93.33%
CYP1A2 inhibition	-	0.9353	93.53%
CYP2C8 inhibition	-	0.9234	92.34%
CYP inhibitory promiscuity	-	0.9761	97.61%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6680	66.80%
Eye corrosion	-	0.9821	98.21%
Eye irritation	-	0.9401	94.01%
Skin irritation	-	0.7303	73.03%
Skin corrosion	-	0.9360	93.60%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.5108	51.08%
skin sensitisation	-	0.8351	83.51%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.6529	65.29%
Acute Oral Toxicity (c)	III	0.6513	65.13%
Estrogen receptor binding	+	0.6044	60.44%
Androgen receptor binding	-	0.7404	74.04%
Thyroid receptor binding	+	0.7258	72.58%
Glucocorticoid receptor binding	-	0.5589	55.89%
Aromatase binding	+	0.5921	59.21%
PPAR gamma	+	0.5478	54.78%
Honey bee toxicity	-	0.8218	82.18%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	-	0.6477	64.77%

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	98.38%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.62%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.02%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.62%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.22%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.69%	97.14%
CHEMBL2094135	Q96BI3	Gamma-secretase	88.06%	98.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.41%	97.09%
CHEMBL4208	P20618	Proteasome component C5	86.13%	90.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.54%	89.05%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.36%	91.03%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.74%	91.24%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.22%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139583797
• LOTUS: LTS0193252
• wikiData: Q75067582