10,16-Dihydroxy-4,5,13,19,20-pentamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-23-one

Details

• Internal ID: af0f0377-7a6a-42da-b84d-b0c399e0b35e
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 10,16-dihydroxy-4,5,13,19,20-pentamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-23-one
• SMILES (Canonical): CC1CCC23CCC4(C5(CCC6CC(CCC6(C5CC(C4(C2C1C)OC3=O)O)C)O)C)C
• SMILES (Isomeric): CC1CCC23CCC4(C5(CCC6CC(CCC6(C5CC(C4(C2C1C)OC3=O)O)C)O)C)C
• InChI: InChI=1S/C28H44O4/c1-16-6-11-27-13-12-26(5)25(4)10-7-18-14-19(29)8-9-24(18,3)20(25)15-21(30)28(26,32-23(27)31)22(27)17(16)2/h16-22,29-30H,6-15H2,1-5H3
• InChI Key: UHMOZKAOIWBLIZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₄O₄
• Molecular Weight: 444.60 g/mol
• Exact Mass: 444.32395988 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 5.10
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9759	97.59%
Caco-2	-	0.5164	51.64%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6892	68.92%
OATP2B1 inhibitior	-	0.5758	57.58%
OATP1B1 inhibitior	+	0.8541	85.41%
OATP1B3 inhibitior	+	0.9193	91.93%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6821	68.21%
BSEP inhibitior	+	0.6540	65.40%
P-glycoprotein inhibitior	-	0.7574	75.74%
P-glycoprotein substrate	-	0.6431	64.31%
CYP3A4 substrate	+	0.7149	71.49%
CYP2C9 substrate	-	0.7853	78.53%
CYP2D6 substrate	-	0.7667	76.67%
CYP3A4 inhibition	-	0.6818	68.18%
CYP2C9 inhibition	-	0.8711	87.11%
CYP2C19 inhibition	-	0.8014	80.14%
CYP2D6 inhibition	-	0.9626	96.26%
CYP1A2 inhibition	-	0.6061	60.61%
CYP2C8 inhibition	-	0.6648	66.48%
CYP inhibitory promiscuity	-	0.9677	96.77%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6101	61.01%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9385	93.85%
Skin irritation	+	0.6092	60.92%
Skin corrosion	-	0.8802	88.02%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5491	54.91%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.5412	54.12%
skin sensitisation	-	0.8643	86.43%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.6100	61.00%
Acute Oral Toxicity (c)	III	0.4880	48.80%
Estrogen receptor binding	+	0.7349	73.49%
Androgen receptor binding	+	0.7801	78.01%
Thyroid receptor binding	+	0.5869	58.69%
Glucocorticoid receptor binding	+	0.8112	81.12%
Aromatase binding	+	0.7264	72.64%
PPAR gamma	-	0.5298	52.98%
Honey bee toxicity	-	0.7920	79.20%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9659	96.59%

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	90.89%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.30%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.99%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.33%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.25%	100.00%
CHEMBL1871	P10275	Androgen Receptor	85.02%	96.43%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.89%	99.23%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.44%	93.04%
CHEMBL2581	P07339	Cathepsin D	83.06%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.74%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.80%	97.14%

Plants that contains it

• Vaccinium myrtillus

Cross-Links

• PubChem: 162911875
• LOTUS: LTS0169520
• wikiData: Q105272968