[(1S,2R,3S,4S,7S,8Z,10S,11R,12R,13S,16R,17S)-2,10,11,12-tetraacetyloxy-3,4,17-trihydroxy-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.03,7]heptadeca-8,14-dien-16-yl] acetate

Details

• Internal ID: c7bd9a03-6278-4426-bf63-2541bf07f839
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: [(1S,2R,3S,4S,7S,8Z,10S,11R,12R,13S,16R,17S)-2,10,11,12-tetraacetyloxy-3,4,17-trihydroxy-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.03,7]heptadeca-8,14-dien-16-yl] acetate
• InChI: InChI=1S/C30H40O15/c1-13-12-20-30(39,29(9,38)26(36)45-20)25(44-18(6)35)23-27(7,11-10-19(28(23,8)37)40-14(2)31)24(43-17(5)34)22(42-16(4)33)21(13)41-15(3)32/h10-12,19-25,37-39H,1-9H3/b13-12-/t19-,20+,21+,22-,23-,24+,25-,27+,28-,29-,30+/m1/s1
• InChI Key: DRUJOKSGIYYJPI-QZXSVUFMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₀O₁₅
• Molecular Weight: 640.60 g/mol
• Exact Mass: 640.23672056 g/mol
• Topological Polar Surface Area (TPSA): 218.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -0.04
• H-Bond Acceptor: 15
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9585	95.85%
Caco-2	-	0.7877	78.77%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6950	69.50%
OATP2B1 inhibitior	-	0.5720	57.20%
OATP1B1 inhibitior	+	0.8568	85.68%
OATP1B3 inhibitior	+	0.9229	92.29%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9324	93.24%
P-glycoprotein inhibitior	+	0.8186	81.86%
P-glycoprotein substrate	-	0.5894	58.94%
CYP3A4 substrate	+	0.6587	65.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8879	88.79%
CYP3A4 inhibition	-	0.8494	84.94%
CYP2C9 inhibition	-	0.9115	91.15%
CYP2C19 inhibition	-	0.8835	88.35%
CYP2D6 inhibition	-	0.9573	95.73%
CYP1A2 inhibition	-	0.8331	83.31%
CYP2C8 inhibition	-	0.5830	58.30%
CYP inhibitory promiscuity	-	0.8192	81.92%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9243	92.43%
Carcinogenicity (trinary)	Danger	0.3697	36.97%
Eye corrosion	-	0.9645	96.45%
Eye irritation	-	0.8777	87.77%
Skin irritation	-	0.5836	58.36%
Skin corrosion	-	0.9213	92.13%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5302	53.02%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.7317	73.17%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.6980	69.80%
Acute Oral Toxicity (c)	IV	0.4515	45.15%
Estrogen receptor binding	+	0.7753	77.53%
Androgen receptor binding	+	0.6845	68.45%
Thyroid receptor binding	+	0.5980	59.80%
Glucocorticoid receptor binding	+	0.6859	68.59%
Aromatase binding	+	0.5830	58.30%
PPAR gamma	+	0.7132	71.32%
Honey bee toxicity	-	0.7230	72.30%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9444	94.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.90%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.78%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.31%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.09%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.50%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.29%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.54%	96.09%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	83.24%	81.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.78%	97.25%
CHEMBL1951	P21397	Monoamine oxidase A	80.43%	91.49%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10508352
• LOTUS: LTS0091962
• wikiData: Q104987655