Cosmosporaside B

Details

• Internal ID: 9c3fe6ab-150e-4907-ac42-e72acdce0ded
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(2E)-3,7,11-trimethyl-6-oxo-1-[(2R,3R,4R,5R)-1,2,4,5,6-pentahydroxyhexan-3-yl]oxydodeca-2,10-dien-4-yl] acetate
• SMILES (Canonical): CC(CCC=C(C)C)C(=O)CC(C(=CCOC(C(CO)O)C(C(CO)O)O)C)OC(=O)C
• SMILES (Isomeric): CC(CCC=C(C)C)C(=O)CC(/C(=C/CO[C@H]([C@@H](CO)O)[C@@H]([C@@H](CO)O)O)/C)OC(=O)C
• InChI: InChI=1S/C23H40O9/c1-14(2)7-6-8-15(3)18(27)11-21(32-17(5)26)16(4)9-10-31-23(20(29)13-25)22(30)19(28)12-24/h7,9,15,19-25,28-30H,6,8,10-13H2,1-5H3/b16-9+/t15?,19-,20-,21?,22-,23-/m1/s1
• InChI Key: SNXUZSSJIJDDDP-CQOVOOQLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₄₀O₉
• Molecular Weight: 460.60 g/mol
• Exact Mass: 460.26723285 g/mol
• Topological Polar Surface Area (TPSA): 154.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.66
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 16

Synonyms

• CHEBI:69856
• CHEMBL1813875
• Q27138196

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7146	71.46%
Caco-2	-	0.7616	76.16%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8155	81.55%
OATP2B1 inhibitior	-	0.7224	72.24%
OATP1B1 inhibitior	+	0.9105	91.05%
OATP1B3 inhibitior	+	0.9138	91.38%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.8204	82.04%
P-glycoprotein inhibitior	-	0.6026	60.26%
P-glycoprotein substrate	-	0.6585	65.85%
CYP3A4 substrate	+	0.6003	60.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8681	86.81%
CYP3A4 inhibition	-	0.7188	71.88%
CYP2C9 inhibition	-	0.7423	74.23%
CYP2C19 inhibition	-	0.8088	80.88%
CYP2D6 inhibition	-	0.8893	88.93%
CYP1A2 inhibition	-	0.7823	78.23%
CYP2C8 inhibition	-	0.8511	85.11%
CYP inhibitory promiscuity	-	0.9480	94.80%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.7177	71.77%
Eye corrosion	-	0.9800	98.00%
Eye irritation	-	0.9404	94.04%
Skin irritation	-	0.7896	78.96%
Skin corrosion	-	0.9848	98.48%
Ames mutagenesis	-	0.6411	64.11%
Human Ether-a-go-go-Related Gene inhibition	-	0.4918	49.18%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.6593	65.93%
skin sensitisation	-	0.8342	83.42%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	-	0.8661	86.61%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	+	0.6983	69.83%
Acute Oral Toxicity (c)	IV	0.5158	51.58%
Estrogen receptor binding	+	0.7145	71.45%
Androgen receptor binding	+	0.5237	52.37%
Thyroid receptor binding	+	0.5331	53.31%
Glucocorticoid receptor binding	+	0.6468	64.68%
Aromatase binding	-	0.5104	51.04%
PPAR gamma	+	0.5653	56.53%
Honey bee toxicity	-	0.8660	86.60%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.8700	87.00%
Fish aquatic toxicity	+	0.9268	92.68%

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	95.98%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.60%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.63%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.48%	94.45%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.35%	91.24%
CHEMBL4015	P41597	C-C chemokine receptor type 2	86.80%	98.57%
CHEMBL4040	P28482	MAP kinase ERK2	86.78%	83.82%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.24%	98.75%
CHEMBL2885	P07451	Carbonic anhydrase III	85.91%	87.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.67%	99.17%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.08%	97.29%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 53387186
• LOTUS: LTS0197361
• wikiData: Q27138196