cypellocarpin C

Details

• Internal ID: 4fcf9b3c-6b27-4159-8753-28cccf689faf
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(5-hydroxy-2-methyl-4-oxochromen-7-yl)oxyoxan-2-yl]methyl (4R)-4-(2-hydroxypropan-2-yl)cyclohexene-1-carboxylate
• SMILES (Canonical): CC1=CC(=O)C2=C(C=C(C=C2O1)OC3C(C(C(C(O3)COC(=O)C4=CCC(CC4)C(C)(C)O)O)O)O)O
• SMILES (Isomeric): CC1=CC(=O)C2=C(C=C(C=C2O1)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)COC(=O)C4=CC[C@@H](CC4)C(C)(C)O)O)O)O)O
• InChI: InChI=1S/C26H32O11/c1-12-8-16(27)20-17(28)9-15(10-18(20)35-12)36-25-23(31)22(30)21(29)19(37-25)11-34-24(32)13-4-6-14(7-5-13)26(2,3)33/h4,8-10,14,19,21-23,25,28-31,33H,5-7,11H2,1-3H3/t14-,19+,21+,22-,23+,25+/m0/s1
• InChI Key: OUBDJJFZUQGQLU-ZHFYLPRNSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₂O₁₁
• Molecular Weight: 520.50 g/mol
• Exact Mass: 520.19446183 g/mol
• Topological Polar Surface Area (TPSA): 172.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.03
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

• 294856-66-9
• [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(5-hydroxy-2-methyl-4-oxochromen-7-yl)oxyoxan-2-yl]methyl (4R)-4-(2-hydroxypropan-2-yl)cyclohexene-1-carboxylate
• Camaldulenside
• cypellocarpa C
• CHEMBL247486
• AKOS040762842
• NCGC00385100-01![(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(5-hydroxy-2-methyl-4-oxochromen-7-yl)oxyoxan-2-yl]methyl (4R)-4-(2-hydroxypropan-2-yl)cyclohexene-1-carboxylate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7891	78.91%
Caco-2	-	0.8236	82.36%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8502	85.02%
OATP2B1 inhibitior	-	0.8529	85.29%
OATP1B1 inhibitior	+	0.9074	90.74%
OATP1B3 inhibitior	-	0.2376	23.76%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6026	60.26%
BSEP inhibitior	-	0.5756	57.56%
P-glycoprotein inhibitior	+	0.5822	58.22%
P-glycoprotein substrate	-	0.6236	62.36%
CYP3A4 substrate	+	0.6752	67.52%
CYP2C9 substrate	+	0.5686	56.86%
CYP2D6 substrate	-	0.8717	87.17%
CYP3A4 inhibition	-	0.9263	92.63%
CYP2C9 inhibition	-	0.7455	74.55%
CYP2C19 inhibition	-	0.7520	75.20%
CYP2D6 inhibition	-	0.9091	90.91%
CYP1A2 inhibition	-	0.6251	62.51%
CYP2C8 inhibition	+	0.6813	68.13%
CYP inhibitory promiscuity	-	0.8652	86.52%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6765	67.65%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9403	94.03%
Skin irritation	-	0.7206	72.06%
Skin corrosion	-	0.9474	94.74%
Ames mutagenesis	-	0.6364	63.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.6141	61.41%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.8611	86.11%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.9267	92.67%
Acute Oral Toxicity (c)	III	0.5339	53.39%
Estrogen receptor binding	+	0.7904	79.04%
Androgen receptor binding	+	0.5422	54.22%
Thyroid receptor binding	+	0.5331	53.31%
Glucocorticoid receptor binding	+	0.6864	68.64%
Aromatase binding	+	0.6449	64.49%
PPAR gamma	+	0.6795	67.95%
Honey bee toxicity	-	0.8205	82.05%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9960	99.60%

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	99.25%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	97.66%	94.73%
CHEMBL2581	P07339	Cathepsin D	96.95%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	96.80%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.34%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.22%	94.00%
CHEMBL220	P22303	Acetylcholinesterase	93.85%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.18%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	90.77%	92.50%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	90.40%	93.65%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.60%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.99%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.82%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.47%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.38%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.77%	99.15%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.49%	97.25%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.34%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.08%	99.23%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.19%	96.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.90%	86.33%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.48%	95.78%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.45%	97.36%
CHEMBL2179	P04062	Beta-glucocerebrosidase	80.87%	85.31%

Plants that contains it

• Eucalyptus camaldulensis
• Eucalyptus cypellocarpa

Cross-Links

• PubChem: 10625791
• NPASS: NPC294722
• LOTUS: LTS0145852
• wikiData: Q105199979