[(1R,3E,5R,7S,9R,10E,12S,13S,14R)-1-acetyloxy-13-hydroxy-3,6,6,10,14-pentamethyl-2-oxo-9-tricyclo[10.3.0.05,7]pentadeca-3,10-dienyl] (E)-3-[(2R,3S)-3-propyloxiran-2-yl]prop-2-enoate

Details

• Internal ID: 8908b4fc-741a-4695-8a69-31dd1d309fc7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(1R,3E,5R,7S,9R,10E,12S,13S,14R)-1-acetyloxy-13-hydroxy-3,6,6,10,14-pentamethyl-2-oxo-9-tricyclo[10.3.0.05,7]pentadeca-3,10-dienyl] (E)-3-[(2R,3S)-3-propyloxiran-2-yl]prop-2-enoate
• SMILES (Canonical): CCCC1C(O1)C=CC(=O)OC2CC3C(C3(C)C)C=C(C(=O)C4(CC(C(C4C=C2C)O)C)OC(=O)C)C
• SMILES (Isomeric): CCC[C@H]1[C@H](O1)/C=C/C(=O)O[C@@H]\2C[C@H]3[C@H](C3(C)C)/C=C(/C(=O)[C@]4(C[C@H]([C@@H]([C@@H]4/C=C2\C)O)C)OC(=O)C)\C
• InChI: InChI=1S/C30H42O7/c1-8-9-23-24(35-23)10-11-26(32)36-25-14-21-20(29(21,6)7)13-17(3)28(34)30(37-19(5)31)15-18(4)27(33)22(30)12-16(25)2/h10-13,18,20-25,27,33H,8-9,14-15H2,1-7H3/b11-10+,16-12+,17-13+/t18-,20-,21+,22+,23+,24-,25-,27+,30-/m1/s1
• InChI Key: DGJWKAHZGKAFHX-MTILKVFISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₂O₇
• Molecular Weight: 514.60 g/mol
• Exact Mass: 514.29305367 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.48
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9800	98.00%
Caco-2	-	0.7113	71.13%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6344	63.44%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.8349	83.49%
OATP1B3 inhibitior	+	0.8766	87.66%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6413	64.13%
P-glycoprotein inhibitior	+	0.8003	80.03%
P-glycoprotein substrate	+	0.6337	63.37%
CYP3A4 substrate	+	0.7029	70.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9025	90.25%
CYP3A4 inhibition	-	0.5230	52.30%
CYP2C9 inhibition	-	0.5307	53.07%
CYP2C19 inhibition	-	0.6231	62.31%
CYP2D6 inhibition	-	0.9171	91.71%
CYP1A2 inhibition	-	0.5622	56.22%
CYP2C8 inhibition	+	0.5699	56.99%
CYP inhibitory promiscuity	-	0.7986	79.86%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5824	58.24%
Eye corrosion	-	0.9826	98.26%
Eye irritation	-	0.9061	90.61%
Skin irritation	-	0.5243	52.43%
Skin corrosion	-	0.8812	88.12%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4174	41.74%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.5558	55.58%
skin sensitisation	-	0.7254	72.54%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6381	63.81%
Acute Oral Toxicity (c)	III	0.4738	47.38%
Estrogen receptor binding	+	0.7288	72.88%
Androgen receptor binding	+	0.6831	68.31%
Thyroid receptor binding	+	0.5804	58.04%
Glucocorticoid receptor binding	+	0.8224	82.24%
Aromatase binding	+	0.5649	56.49%
PPAR gamma	+	0.6716	67.16%
Honey bee toxicity	-	0.6919	69.19%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9540	95.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.13%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.36%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.66%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.75%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.44%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.40%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.44%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.69%	96.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.51%	97.21%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.08%	89.34%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.87%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	86.18%	83.82%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.58%	94.80%
CHEMBL2581	P07339	Cathepsin D	85.56%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.32%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.53%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.49%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.17%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	83.87%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	81.75%	94.73%
CHEMBL226	P30542	Adenosine A1 receptor	80.92%	95.93%

Plants that contains it

• Euphorbia helioscopia

Cross-Links

• PubChem: 101831571
• LOTUS: LTS0065283
• wikiData: Q104252956