4,12,20-Trihydroxy-3,5,8,11,13,16,19,21,24-nonamethyl-1,9,17-trioxacyclotetracosane-2,10,18-trione

Details

• Internal ID: 409ac97e-da41-4d24-b4a2-bf8a47433e40
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: 4,12,20-trihydroxy-3,5,8,11,13,16,19,21,24-nonamethyl-1,9,17-trioxacyclotetracosane-2,10,18-trione
• SMILES (Canonical): CC1CCC(OC(=O)C(C(C(CCC(OC(=O)C(C(C(CCC(OC(=O)C(C1O)C)C)C)O)C)C)C)O)C)C
• SMILES (Isomeric): CC1CCC(OC(=O)C(C(C(CCC(OC(=O)C(C(C(CCC(OC(=O)C(C1O)C)C)C)O)C)C)C)O)C)C
• InChI: InChI=1S/C30H54O9/c1-16-10-13-19(4)37-29(35)23(8)26(32)18(3)12-15-21(6)39-30(36)24(9)27(33)17(2)11-14-20(5)38-28(34)22(7)25(16)31/h16-27,31-33H,10-15H2,1-9H3
• InChI Key: QBBIQHYFLRPBKF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₄O₉
• Molecular Weight: 558.70 g/mol
• Exact Mass: 558.37678330 g/mol
• Topological Polar Surface Area (TPSA): 140.00 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 4.04
• H-Bond Acceptor: 9
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7567	75.67%
Caco-2	-	0.7104	71.04%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7514	75.14%
OATP2B1 inhibitior	-	0.8618	86.18%
OATP1B1 inhibitior	+	0.9519	95.19%
OATP1B3 inhibitior	+	0.9273	92.73%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9059	90.59%
P-glycoprotein inhibitior	+	0.6455	64.55%
P-glycoprotein substrate	-	0.9324	93.24%
CYP3A4 substrate	-	0.5671	56.71%
CYP2C9 substrate	-	0.7874	78.74%
CYP2D6 substrate	-	0.8452	84.52%
CYP3A4 inhibition	-	0.8677	86.77%
CYP2C9 inhibition	-	0.8929	89.29%
CYP2C19 inhibition	-	0.9299	92.99%
CYP2D6 inhibition	-	0.9516	95.16%
CYP1A2 inhibition	-	0.8728	87.28%
CYP2C8 inhibition	-	0.9882	98.82%
CYP inhibitory promiscuity	-	0.9923	99.23%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8715	87.15%
Carcinogenicity (trinary)	Non-required	0.6639	66.39%
Eye corrosion	-	0.9406	94.06%
Eye irritation	-	0.9073	90.73%
Skin irritation	-	0.6157	61.57%
Skin corrosion	-	0.7193	71.93%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6085	60.85%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.6533	65.33%
skin sensitisation	-	0.9054	90.54%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5927	59.27%
Estrogen receptor binding	+	0.6230	62.30%
Androgen receptor binding	+	0.5456	54.56%
Thyroid receptor binding	-	0.5689	56.89%
Glucocorticoid receptor binding	+	0.5889	58.89%
Aromatase binding	+	0.5187	51.87%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.9382	93.82%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.6753	67.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.67%	94.80%
CHEMBL2581	P07339	Cathepsin D	87.70%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.09%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.89%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.78%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.31%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.92%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.59%	99.23%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.59%	96.77%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10674375
• LOTUS: LTS0274545
• wikiData: Q104664556