Yadanziolide C

Details

• Internal ID: 770ac9f7-25ef-4d58-bc3a-70aaf31292fc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
• IUPAC Name: (1R,2R,3R,6R,8S,12R,13S,14R,15R,16S,17R)-2,3,12,15,16-pentahydroxy-9,13,17-trimethyl-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-9-ene-4,11-dione
• SMILES (Canonical): CC1=CC(=O)C(C2(C1CC3C45C2C(C(C(C4(C(C(=O)O3)O)O)(OC5)C)O)O)C)O
• SMILES (Isomeric): CC1=CC(=O)[C@@H]([C@]2([C@H]1C[C@@H]3[C@]45[C@@H]2[C@H]([C@@H]([C@]([C@@]4([C@H](C(=O)O3)O)O)(OC5)C)O)O)C)O
• InChI: InChI=1S/C20H26O9/c1-7-4-9(21)13(23)17(2)8(7)5-10-19-6-28-18(3,14(24)11(22)12(17)19)20(19,27)15(25)16(26)29-10/h4,8,10-15,22-25,27H,5-6H2,1-3H3/t8-,10+,11+,12+,13-,14-,15-,17-,18+,19+,20+/m0/s1
• InChI Key: JBDMZGKDLMGOFR-CABQPPGUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₉
• Molecular Weight: 410.40 g/mol
• Exact Mass: 410.15768240 g/mol
• Topological Polar Surface Area (TPSA): 154.00 Ų
• XlogP: -2.40
• Atomic LogP (AlogP): -1.95
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 0

Synonyms

• 95258-12-1
• (1R,2R,3R,6R,8S,12R,13S,14R,15R,16S,17R)-2,3,12,15,16-Pentahydroxy-9,13,17-trimethyl-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-9-ene-4,11-dione
• JBDMZGKDLMGOFR-CABQPPGUSA-N
• HY-N7338
• AKOS040760761
• CS-0113446

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8568	85.68%
Caco-2	-	0.7790	77.90%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7412	74.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8636	86.36%
OATP1B3 inhibitior	+	0.9672	96.72%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5707	57.07%
P-glycoprotein inhibitior	-	0.7114	71.14%
P-glycoprotein substrate	+	0.6711	67.11%
CYP3A4 substrate	+	0.6526	65.26%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8893	88.93%
CYP3A4 inhibition	-	0.9003	90.03%
CYP2C9 inhibition	-	0.8853	88.53%
CYP2C19 inhibition	-	0.9026	90.26%
CYP2D6 inhibition	-	0.9473	94.73%
CYP1A2 inhibition	-	0.8813	88.13%
CYP2C8 inhibition	-	0.8051	80.51%
CYP inhibitory promiscuity	-	0.9346	93.46%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5469	54.69%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9523	95.23%
Skin irritation	-	0.5808	58.08%
Skin corrosion	-	0.9066	90.66%
Ames mutagenesis	-	0.7018	70.18%
Human Ether-a-go-go-Related Gene inhibition	-	0.5960	59.60%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.5248	52.48%
skin sensitisation	-	0.8479	84.79%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.7696	76.96%
Acute Oral Toxicity (c)	III	0.5854	58.54%
Estrogen receptor binding	+	0.8880	88.80%
Androgen receptor binding	+	0.7007	70.07%
Thyroid receptor binding	+	0.6021	60.21%
Glucocorticoid receptor binding	+	0.7427	74.27%
Aromatase binding	+	0.6440	64.40%
PPAR gamma	+	0.5528	55.28%
Honey bee toxicity	-	0.7839	78.39%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9629	96.29%

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	96.69%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.98%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.36%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.46%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.39%	100.00%
CHEMBL2581	P07339	Cathepsin D	89.12%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.35%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.95%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.07%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.64%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.30%	86.33%

Plants that contains it

• Asplenium normale
• Brucea javanica
• Carpobrotus edulis
• Castanea crenata
• Centrolobium tomentosum
• Ceratophyllum submersum
• Dracocephalum kotschyi
• Lippia carviodora
• Myrica nana
• Psilostrophe cooperi
• Sideritis tragoriganum
• Solanum jamaicense
• Trifolium alexandrinum

Cross-Links

• PubChem: 10409280
• NPASS: NPC305659
• LOTUS: LTS0128093
• wikiData: Q105124261