[(1S,2S,11R,14R,15S,19S,22R,23R)-9-hydroxy-2,6,6,11,16,22-hexamethyl-13,20-dioxo-19-propan-2-yl-7,8-dioxahexacyclo[13.7.1.01,17.02,14.03,12.05,9]tricosa-3(12),4,16-trien-23-yl] acetate

Details

• Internal ID: 2ffe886e-dd33-4f7c-9cdf-ea5f366fb56e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
• IUPAC Name: [(1S,2S,11R,14R,15S,19S,22R,23R)-9-hydroxy-2,6,6,11,16,22-hexamethyl-13,20-dioxo-19-propan-2-yl-7,8-dioxahexacyclo[13.7.1.01,17.02,14.03,12.05,9]tricosa-3(12),4,16-trien-23-yl] acetate
• SMILES (Canonical): CC1CC(=O)C(CC2=C(C3C4C(=O)C5=C(C4(C12C3OC(=O)C)C)C=C6C(OOC6(CC5C)O)(C)C)C)C(C)C
• SMILES (Isomeric): C[C@@H]1CC(=O)[C@@H](CC2=C([C@@H]3[C@H]4C(=O)C5=C([C@]4([C@]12[C@@H]3OC(=O)C)C)C=C6C(OOC6(C[C@H]5C)O)(C)C)C)C(C)C
• InChI: InChI=1S/C32H42O7/c1-14(2)19-11-20-17(5)25-26-27(35)24-15(3)13-31(36)23(29(7,8)38-39-31)12-21(24)30(26,9)32(20,16(4)10-22(19)34)28(25)37-18(6)33/h12,14-16,19,25-26,28,36H,10-11,13H2,1-9H3/t15-,16-,19+,25-,26+,28-,30-,31?,32-/m1/s1
• InChI Key: NJKPJOXZONOTJC-HYHDGZQZSA-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	-	0.6228	62.28%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6785	67.85%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.8804	88.04%
OATP1B3 inhibitior	+	0.8788	87.88%
MATE1 inhibitior	-	0.5000	50.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8747	87.47%
P-glycoprotein inhibitior	+	0.7645	76.45%
P-glycoprotein substrate	+	0.5987	59.87%
CYP3A4 substrate	+	0.6922	69.22%
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	+	0.4858	48.58%
CYP inhibitory promiscuity	-	0.9541	95.41%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.4509	45.09%
Eye corrosion	-	0.9820	98.20%
Eye irritation	-	0.8618	86.18%
Skin irritation	-	0.5675	56.75%
Skin corrosion	-	0.9153	91.53%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7032	70.32%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.5314	53.14%
skin sensitisation	-	0.7577	75.77%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.6156	61.56%
Acute Oral Toxicity (c)	III	0.3057	30.57%
Estrogen receptor binding	+	0.7821	78.21%
Androgen receptor binding	+	0.7423	74.23%
Thyroid receptor binding	+	0.5666	56.66%
Glucocorticoid receptor binding	+	0.7756	77.56%
Aromatase binding	+	0.6779	67.79%
PPAR gamma	+	0.7105	71.05%
Honey bee toxicity	-	0.7470	74.70%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
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
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.84%	94.45%
CHEMBL2581	P07339	Cathepsin D	97.34%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.35%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.24%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.59%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.36%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.12%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.25%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.03%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.98%	95.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.27%	97.14%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.06%	96.47%
CHEMBL340	P08684	Cytochrome P450 3A4	83.98%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.25%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.89%	96.77%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.63%	85.14%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.81%	95.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.36%	100.00%

Plants that contains it

• Xylopia vielana

Cross-Links

• PubChem: 101762390
• LOTUS: LTS0258749
• wikiData: Q105180176