9,12,13,15-Tetrahydroxy-4,11,15-trimethyl-3,7-dioxapentacyclo[8.8.0.01,5.04,8.011,16]octadec-16-ene-6,18-dione

Details

• Internal ID: 2a8108fb-095b-4ad8-a611-362e07923af2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
• IUPAC Name: 9,12,13,15-tetrahydroxy-4,11,15-trimethyl-3,7-dioxapentacyclo[8.8.0.01,5.04,8.011,16]octadec-16-ene-6,18-dione
• SMILES (Canonical): CC1(CC(C(C2(C1=CC(=O)C34C2C(C5C(C3C(=O)O5)(OC4)C)O)C)O)O)O
• SMILES (Isomeric): CC1(CC(C(C2(C1=CC(=O)C34C2C(C5C(C3C(=O)O5)(OC4)C)O)C)O)O)O
• InChI: InChI=1S/C19H24O8/c1-16(25)5-7(20)13(23)17(2)8(16)4-9(21)19-6-26-18(3)12(19)15(24)27-14(18)10(22)11(17)19/h4,7,10-14,20,22-23,25H,5-6H2,1-3H3
• InChI Key: YIOVMLUJGODPSV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₈
• Molecular Weight: 380.40 g/mol
• Exact Mass: 380.14711772 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: -2.50
• Atomic LogP (AlogP): -1.31
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9578	95.78%
Caco-2	-	0.7600	76.00%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6740	67.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8952	89.52%
OATP1B3 inhibitior	+	0.9478	94.78%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8606	86.06%
P-glycoprotein inhibitior	-	0.8119	81.19%
P-glycoprotein substrate	+	0.5533	55.33%
CYP3A4 substrate	+	0.6292	62.92%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8837	88.37%
CYP3A4 inhibition	-	0.8530	85.30%
CYP2C9 inhibition	-	0.8417	84.17%
CYP2C19 inhibition	-	0.9131	91.31%
CYP2D6 inhibition	-	0.9390	93.90%
CYP1A2 inhibition	-	0.8758	87.58%
CYP2C8 inhibition	-	0.8788	87.88%
CYP inhibitory promiscuity	-	0.9351	93.51%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.4344	43.44%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9601	96.01%
Skin irritation	-	0.5214	52.14%
Skin corrosion	-	0.9081	90.81%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7858	78.58%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.6245	62.45%
skin sensitisation	-	0.8487	84.87%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.7853	78.53%
Acute Oral Toxicity (c)	III	0.5785	57.85%
Estrogen receptor binding	+	0.8129	81.29%
Androgen receptor binding	+	0.6831	68.31%
Thyroid receptor binding	+	0.5894	58.94%
Glucocorticoid receptor binding	+	0.7342	73.42%
Aromatase binding	+	0.5230	52.30%
PPAR gamma	-	0.5093	50.93%
Honey bee toxicity	-	0.8131	81.31%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9676	96.76%

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	95.81%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.38%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.21%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.58%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.40%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.82%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.60%	89.00%
CHEMBL2581	P07339	Cathepsin D	85.73%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.50%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	83.39%	91.19%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.89%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.09%	97.09%

Plants that contains it

• Samadera indica

Cross-Links

• PubChem: 163043473
• LOTUS: LTS0210513
• wikiData: Q105348951