(1R,2R,3R,6R,8S,12S,13S,14R,15R,16S,17R,19S)-2,3,12,15,16,17,19-heptahydroxy-9,13-dimethyl-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-9-ene-4,11-dione

Details

• Internal ID: d82cdc69-4d24-4384-bef1-3e2ad5bb9cfb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
• IUPAC Name: (1R,2R,3R,6R,8S,12S,13S,14R,15R,16S,17R,19S)-2,3,12,15,16,17,19-heptahydroxy-9,13-dimethyl-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-9-ene-4,11-dione
• InChI: InChI=1S/C19H24O11/c1-5-3-7(20)11(22)16(2)6(5)4-8-17-10(16)9(21)12(23)19(28,30-15(17)26)18(17,27)13(24)14(25)29-8/h3,6,8-13,15,21-24,26-28H,4H2,1-2H3/t6-,8+,9+,10+,11+,12-,13-,15-,16-,17+,18-,19+/m0/s1
• InChI Key: JVFHYOZKPLJEPY-YPQGEAMNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₁₁
• Molecular Weight: 428.40 g/mol
• Exact Mass: 428.13186158 g/mol
• Topological Polar Surface Area (TPSA): 194.00 Ų
• XlogP: -3.90
• Atomic LogP (AlogP): -3.70
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8517	85.17%
Caco-2	-	0.8515	85.15%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6690	66.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8782	87.82%
OATP1B3 inhibitior	+	0.9754	97.54%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7824	78.24%
P-glycoprotein inhibitior	-	0.7010	70.10%
P-glycoprotein substrate	+	0.5916	59.16%
CYP3A4 substrate	+	0.6769	67.69%
CYP2C9 substrate	-	0.8006	80.06%
CYP2D6 substrate	-	0.8843	88.43%
CYP3A4 inhibition	-	0.7961	79.61%
CYP2C9 inhibition	-	0.8858	88.58%
CYP2C19 inhibition	-	0.8790	87.90%
CYP2D6 inhibition	-	0.9214	92.14%
CYP1A2 inhibition	-	0.9046	90.46%
CYP2C8 inhibition	-	0.8079	80.79%
CYP inhibitory promiscuity	-	0.8727	87.27%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4359	43.59%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.9536	95.36%
Skin irritation	-	0.5703	57.03%
Skin corrosion	-	0.8440	84.40%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5122	51.22%
Micronuclear	-	0.5141	51.41%
Hepatotoxicity	+	0.6535	65.35%
skin sensitisation	-	0.7933	79.33%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.5668	56.68%
Acute Oral Toxicity (c)	III	0.3203	32.03%
Estrogen receptor binding	+	0.8520	85.20%
Androgen receptor binding	+	0.7003	70.03%
Thyroid receptor binding	+	0.5862	58.62%
Glucocorticoid receptor binding	+	0.6092	60.92%
Aromatase binding	+	0.6022	60.22%
PPAR gamma	+	0.5951	59.51%
Honey bee toxicity	-	0.8344	83.44%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9060	90.60%

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	97.90%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.48%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.20%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.34%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.23%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.05%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.69%	99.23%
CHEMBL2581	P07339	Cathepsin D	81.70%	98.95%

Plants that contains it

• Brucea javanica

Cross-Links

• PubChem: 162950951
• LOTUS: LTS0067538
• wikiData: Q105135667