[(1S,2S,6S,7S,9R,13R,14S,15R,16S,17R)-14,16-dihydroxy-4-methoxy-2,6,14,17-tetramethyl-3,11-dioxo-10-oxatetracyclo[7.7.1.02,7.013,17]heptadec-4-en-15-yl] acetate

Details

• Internal ID: b3b03804-fcd5-444b-bc63-fb1a8b289d94
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
• IUPAC Name: [(1S,2S,6S,7S,9R,13R,14S,15R,16S,17R)-14,16-dihydroxy-4-methoxy-2,6,14,17-tetramethyl-3,11-dioxo-10-oxatetracyclo[7.7.1.02,7.013,17]heptadec-4-en-15-yl] acetate
• SMILES (Canonical): CC1C=C(C(=O)C2(C1CC3C4(C2C(C(C(C4CC(=O)O3)(C)O)OC(=O)C)O)C)C)OC
• SMILES (Isomeric): C[C@@H]1C=C(C(=O)[C@]2([C@H]1C[C@@H]3[C@@]4([C@@H]2[C@@H]([C@H]([C@@]([C@@H]4CC(=O)O3)(C)O)OC(=O)C)O)C)C)OC
• InChI: InChI=1S/C23H32O8/c1-10-7-13(29-6)19(27)21(3)12(10)8-15-22(4)14(9-16(25)31-15)23(5,28)20(30-11(2)24)17(26)18(21)22/h7,10,12,14-15,17-18,20,26,28H,8-9H2,1-6H3/t10-,12+,14-,15-,17+,18-,20-,21+,22-,23+/m1/s1
• InChI Key: ABTIPEBPCWBGPQ-IAGNTRGHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₂O₈
• Molecular Weight: 436.50 g/mol
• Exact Mass: 436.20971797 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.37
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9339	93.39%
Caco-2	-	0.6013	60.13%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6214	62.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8496	84.96%
OATP1B3 inhibitior	+	0.9175	91.75%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5465	54.65%
P-glycoprotein inhibitior	-	0.4672	46.72%
P-glycoprotein substrate	-	0.5665	56.65%
CYP3A4 substrate	+	0.6506	65.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8981	89.81%
CYP3A4 inhibition	-	0.9410	94.10%
CYP2C9 inhibition	-	0.9699	96.99%
CYP2C19 inhibition	-	0.9389	93.89%
CYP2D6 inhibition	-	0.9362	93.62%
CYP1A2 inhibition	-	0.8835	88.35%
CYP2C8 inhibition	+	0.4740	47.40%
CYP inhibitory promiscuity	-	0.9386	93.86%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6071	60.71%
Eye corrosion	-	0.9854	98.54%
Eye irritation	-	0.9180	91.80%
Skin irritation	-	0.6479	64.79%
Skin corrosion	-	0.9388	93.88%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5507	55.07%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.5838	58.38%
skin sensitisation	-	0.8252	82.52%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.6176	61.76%
Acute Oral Toxicity (c)	III	0.4210	42.10%
Estrogen receptor binding	+	0.7685	76.85%
Androgen receptor binding	+	0.5514	55.14%
Thyroid receptor binding	+	0.5831	58.31%
Glucocorticoid receptor binding	+	0.6353	63.53%
Aromatase binding	+	0.6133	61.33%
PPAR gamma	+	0.7297	72.97%
Honey bee toxicity	-	0.7428	74.28%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.8696	86.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.46%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.24%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.89%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.62%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	91.31%	91.19%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.74%	93.00%
CHEMBL2581	P07339	Cathepsin D	89.72%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.92%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.27%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.58%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.08%	96.77%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.03%	92.94%
CHEMBL2535	P11166	Glucose transporter	84.96%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.88%	95.50%
CHEMBL2996	Q05655	Protein kinase C delta	84.60%	97.79%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.38%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.73%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.21%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.59%	99.17%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	80.50%	81.11%

Plants that contains it

• Picrasma javanica
• Picrasma quassioides

Cross-Links

• PubChem: 101613414
• LOTUS: LTS0204418
• wikiData: Q104402845