(1S,4R,5S,7S,11R,13S,17S,18S,19S)-4,5,17-trihydroxy-14,18-dimethyl-6-methylidene-3,10-dioxapentacyclo[9.8.0.01,7.04,19.013,18]nonadec-14-ene-9,16-dione

Details

• Internal ID: 73bbae49-2ea6-495a-abff-66d536123b4a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
• IUPAC Name: (1S,4R,5S,7S,11R,13S,17S,18S,19S)-4,5,17-trihydroxy-14,18-dimethyl-6-methylidene-3,10-dioxapentacyclo[9.8.0.01,7.04,19.013,18]nonadec-14-ene-9,16-dione
• InChI: InChI=1S/C20H24O7/c1-8-4-12(21)16(24)18(3)10(8)5-13-19-7-26-20(25,17(18)19)15(23)9(2)11(19)6-14(22)27-13/h4,10-11,13,15-17,23-25H,2,5-7H2,1,3H3/t10-,11-,13+,15-,16+,17-,18+,19+,20-/m0/s1
• InChI Key: WBBVXGHSWZIJST-FYIPRRCOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₇
• Molecular Weight: 376.40 g/mol
• Exact Mass: 376.15220310 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): 0.09
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9207	92.07%
Caco-2	-	0.7454	74.54%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8276	82.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8564	85.64%
OATP1B3 inhibitior	+	0.9550	95.50%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8011	80.11%
P-glycoprotein inhibitior	-	0.7945	79.45%
P-glycoprotein substrate	+	0.8023	80.23%
CYP3A4 substrate	+	0.6638	66.38%
CYP2C9 substrate	-	0.8016	80.16%
CYP2D6 substrate	-	0.8865	88.65%
CYP3A4 inhibition	-	0.8388	83.88%
CYP2C9 inhibition	-	0.8786	87.86%
CYP2C19 inhibition	-	0.8715	87.15%
CYP2D6 inhibition	-	0.9451	94.51%
CYP1A2 inhibition	-	0.8708	87.08%
CYP2C8 inhibition	-	0.6789	67.89%
CYP inhibitory promiscuity	-	0.9615	96.15%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6096	60.96%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.9269	92.69%
Skin irritation	-	0.5696	56.96%
Skin corrosion	-	0.9117	91.17%
Ames mutagenesis	-	0.5464	54.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.5979	59.79%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.7626	76.26%
skin sensitisation	-	0.8206	82.06%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.8292	82.92%
Acute Oral Toxicity (c)	III	0.3820	38.20%
Estrogen receptor binding	+	0.8046	80.46%
Androgen receptor binding	+	0.6160	61.60%
Thyroid receptor binding	+	0.5793	57.93%
Glucocorticoid receptor binding	+	0.6555	65.55%
Aromatase binding	+	0.5458	54.58%
PPAR gamma	+	0.5213	52.13%
Honey bee toxicity	-	0.7599	75.99%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9917	99.17%

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	95.31%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.59%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.45%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.35%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.60%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	87.27%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.27%	89.00%
CHEMBL2996	Q05655	Protein kinase C delta	85.88%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.37%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.08%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.37%	97.25%

Plants that contains it

• Ailanthus altissima

Cross-Links

• PubChem: 162999971
• LOTUS: LTS0112830
• wikiData: Q105300631