[(1R,3R,4R,5R,7S,8S,9R,10E,12S,13S,14S)-4,13-diacetyloxy-8-methoxy-3,6,6,10,14-pentamethyl-2-oxo-16-oxatetracyclo[10.3.1.01,12.05,7]hexadec-10-en-9-yl] (2R)-2-methylbutanoate

Details

• Internal ID: 33ab7e50-6693-4290-b61a-1ced6b5990f1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(1R,3R,4R,5R,7S,8S,9R,10E,12S,13S,14S)-4,13-diacetyloxy-8-methoxy-3,6,6,10,14-pentamethyl-2-oxo-16-oxatetracyclo[10.3.1.01,12.05,7]hexadec-10-en-9-yl] (2R)-2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OC1C(C2C(C2(C)C)C(C(C(=O)C34CC(C(C3(O4)C=C1C)OC(=O)C)C)C)OC(=O)C)OC
• SMILES (Isomeric): CC[C@@H](C)C(=O)O[C@H]\1[C@H]([C@H]2[C@H](C2(C)C)[C@H]([C@H](C(=O)[C@@]34C[C@@H]([C@@H]([C@@]3(O4)/C=C1\C)OC(=O)C)C)C)OC(=O)C)OC
• InChI: InChI=1S/C30H44O9/c1-11-14(2)27(34)38-22-15(3)12-30-26(37-19(7)32)16(4)13-29(30,39-30)25(33)17(5)23(36-18(6)31)20-21(24(22)35-10)28(20,8)9/h12,14,16-17,20-24,26H,11,13H2,1-10H3/b15-12+/t14-,16+,17-,20+,21-,22-,23+,24+,26+,29+,30+/m1/s1
• InChI Key: OCUXZJFYAPFODP-XMQKGUCRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₄O₉
• Molecular Weight: 548.70 g/mol
• Exact Mass: 548.29853298 g/mol
• Topological Polar Surface Area (TPSA): 118.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.81
• H-Bond Acceptor: 9
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9813	98.13%
Caco-2	-	0.7008	70.08%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5928	59.28%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.8182	81.82%
OATP1B3 inhibitior	+	0.9559	95.59%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9704	97.04%
P-glycoprotein inhibitior	+	0.8345	83.45%
P-glycoprotein substrate	+	0.5632	56.32%
CYP3A4 substrate	+	0.6778	67.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8527	85.27%
CYP3A4 inhibition	-	0.5880	58.80%
CYP2C9 inhibition	-	0.7965	79.65%
CYP2C19 inhibition	-	0.6461	64.61%
CYP2D6 inhibition	-	0.9286	92.86%
CYP1A2 inhibition	-	0.8078	80.78%
CYP2C8 inhibition	-	0.5856	58.56%
CYP inhibitory promiscuity	-	0.6862	68.62%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5455	54.55%
Eye corrosion	-	0.9752	97.52%
Eye irritation	-	0.8651	86.51%
Skin irritation	-	0.7203	72.03%
Skin corrosion	-	0.9348	93.48%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5418	54.18%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	+	0.5269	52.69%
skin sensitisation	-	0.6256	62.56%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8611	86.11%
Acute Oral Toxicity (c)	III	0.5675	56.75%
Estrogen receptor binding	+	0.8485	84.85%
Androgen receptor binding	+	0.7317	73.17%
Thyroid receptor binding	+	0.6078	60.78%
Glucocorticoid receptor binding	+	0.7996	79.96%
Aromatase binding	+	0.7186	71.86%
PPAR gamma	+	0.7233	72.33%
Honey bee toxicity	-	0.7649	76.49%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8977	89.77%

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	98.27%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.66%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.98%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.92%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.73%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.18%	97.25%
CHEMBL2996	Q05655	Protein kinase C delta	92.73%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.14%	86.33%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.61%	96.47%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.56%	94.80%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.08%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.45%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.29%	99.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.19%	93.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.14%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	80.15%	92.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.14%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.02%	97.14%

Plants that contains it

• Euphorbia cornigera

Cross-Links

• PubChem: 163193416
• LOTUS: LTS0245374
• wikiData: Q105189610