(11-Hydroxy-4,8,8,13,16,22-hexamethyl-3,20-dioxo-19-propan-2-yl-9,10-dioxahexacyclo[13.7.1.01,17.02,14.05,14.07,11]tricosa-4,6,16-trien-23-yl) acetate

Details

• Internal ID: f622807c-dede-4117-be52-a9e476747674
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
• IUPAC Name: (11-hydroxy-4,8,8,13,16,22-hexamethyl-3,20-dioxo-19-propan-2-yl-9,10-dioxahexacyclo[13.7.1.01,17.02,14.05,14.07,11]tricosa-4,6,16-trien-23-yl) acetate
• SMILES (Canonical): CC1CC(=O)C(CC2=C(C3C(C12C4C35C(CC6(C(=CC5=C(C4=O)C)C(OO6)(C)C)O)C)OC(=O)C)C)C(C)C
• SMILES (Isomeric): CC1CC(=O)C(CC2=C(C3C(C12C4C35C(CC6(C(=CC5=C(C4=O)C)C(OO6)(C)C)O)C)OC(=O)C)C)C(C)C
• InChI: InChI=1S/C32H42O7/c1-14(2)20-11-21-17(5)25-28(37-19(7)33)32(21,15(3)10-23(20)34)27-26(35)18(6)22-12-24-29(8,9)38-39-30(24,36)13-16(4)31(22,25)27/h12,14-16,20,25,27-28,36H,10-11,13H2,1-9H3
• InChI Key: NNUJSUWFBJCDRH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₂O₇
• Molecular Weight: 538.70 g/mol
• Exact Mass: 538.29305367 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 5.03
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9906	99.06%
Caco-2	-	0.6508	65.08%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6785	67.85%
OATP2B1 inhibitior	-	0.8591	85.91%
OATP1B1 inhibitior	+	0.8604	86.04%
OATP1B3 inhibitior	+	0.8788	87.88%
MATE1 inhibitior	-	0.5000	50.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8952	89.52%
P-glycoprotein inhibitior	+	0.7861	78.61%
P-glycoprotein substrate	+	0.5896	58.96%
CYP3A4 substrate	+	0.6835	68.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8962	89.62%
CYP3A4 inhibition	-	0.5618	56.18%
CYP2C9 inhibition	-	0.8043	80.43%
CYP2C19 inhibition	-	0.8629	86.29%
CYP2D6 inhibition	-	0.9476	94.76%
CYP1A2 inhibition	-	0.7480	74.80%
CYP2C8 inhibition	+	0.4768	47.68%
CYP inhibitory promiscuity	-	0.9541	95.41%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.4509	45.09%
Eye corrosion	-	0.9820	98.20%
Eye irritation	-	0.8736	87.36%
Skin irritation	-	0.5675	56.75%
Skin corrosion	-	0.9153	91.53%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7409	74.09%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.5514	55.14%
skin sensitisation	-	0.7577	75.77%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.5998	59.98%
Acute Oral Toxicity (c)	III	0.3057	30.57%
Estrogen receptor binding	+	0.8356	83.56%
Androgen receptor binding	+	0.7409	74.09%
Thyroid receptor binding	+	0.6354	63.54%
Glucocorticoid receptor binding	+	0.8370	83.70%
Aromatase binding	+	0.7288	72.88%
PPAR gamma	+	0.7063	70.63%
Honey bee toxicity	-	0.7258	72.58%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9924	99.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.35%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.75%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.31%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.87%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.61%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.06%	99.23%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.99%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.25%	95.56%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	89.22%	97.47%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.89%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.77%	96.77%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.89%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.70%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.45%	96.47%
CHEMBL340	P08684	Cytochrome P450 3A4	86.36%	91.19%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	85.23%	95.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.80%	85.14%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	84.18%	86.00%
CHEMBL1951	P21397	Monoamine oxidase A	83.55%	91.49%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	82.48%	94.78%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.24%	95.50%
CHEMBL2535	P11166	Glucose transporter	82.08%	98.75%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.62%	97.14%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.77%	98.75%

Plants that contains it

• Xylopia vielana

Cross-Links

• PubChem: 73802658
• LOTUS: LTS0175784
• wikiData: Q105182322