9-Hydroxy-4,11,14-trimethyl-3,7-dioxapentacyclo[8.7.0.01,5.04,8.011,15]heptadeca-13,15-diene-6,12,17-trione

Details

• Internal ID: d263ae7c-c183-4239-a08f-7aece2458ba0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
• IUPAC Name: 9-hydroxy-4,11,14-trimethyl-3,7-dioxapentacyclo[8.7.0.01,5.04,8.011,15]heptadeca-13,15-diene-6,12,17-trione
• SMILES (Canonical): CC1=CC(=O)C2(C1=CC(=O)C34C2C(C5C(C3C(=O)O5)(OC4)C)O)C
• SMILES (Isomeric): CC1=CC(=O)C2(C1=CC(=O)C34C2C(C5C(C3C(=O)O5)(OC4)C)O)C
• InChI: InChI=1S/C18H18O6/c1-7-4-9(19)16(2)8(7)5-10(20)18-6-23-17(3)13(18)15(22)24-14(17)11(21)12(16)18/h4-5,11-14,21H,6H2,1-3H3
• InChI Key: BHRGGWSNTHQGED-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₆
• Molecular Weight: 330.30 g/mol
• Exact Mass: 330.11033829 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): 0.34
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9858	98.58%
Caco-2	-	0.5695	56.95%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7469	74.69%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8685	86.85%
OATP1B3 inhibitior	+	0.9468	94.68%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8233	82.33%
P-glycoprotein inhibitior	-	0.7938	79.38%
P-glycoprotein substrate	-	0.5541	55.41%
CYP3A4 substrate	+	0.5977	59.77%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8915	89.15%
CYP3A4 inhibition	-	0.8631	86.31%
CYP2C9 inhibition	-	0.7929	79.29%
CYP2C19 inhibition	-	0.8721	87.21%
CYP2D6 inhibition	-	0.9367	93.67%
CYP1A2 inhibition	-	0.6609	66.09%
CYP2C8 inhibition	-	0.8424	84.24%
CYP inhibitory promiscuity	-	0.7966	79.66%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.4901	49.01%
Eye corrosion	-	0.9841	98.41%
Eye irritation	-	0.9051	90.51%
Skin irritation	+	0.4938	49.38%
Skin corrosion	-	0.8915	89.15%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7754	77.54%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.5959	59.59%
skin sensitisation	-	0.7805	78.05%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.8480	84.80%
Acute Oral Toxicity (c)	III	0.3830	38.30%
Estrogen receptor binding	+	0.8079	80.79%
Androgen receptor binding	+	0.6799	67.99%
Thyroid receptor binding	+	0.5228	52.28%
Glucocorticoid receptor binding	+	0.7019	70.19%
Aromatase binding	-	0.6325	63.25%
PPAR gamma	+	0.6327	63.27%
Honey bee toxicity	-	0.7804	78.04%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9777	97.77%

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	94.88%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.51%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.34%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	89.57%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.17%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.54%	99.23%
CHEMBL2581	P07339	Cathepsin D	85.63%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.54%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.18%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.81%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.14%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	80.27%	94.73%

Plants that contains it

• Salvia miltiorrhiza
• Samadera indica

Cross-Links

• PubChem: 4482273
• NPASS: NPC259745
• LOTUS: LTS0040154
• wikiData: Q104936182