[(1R,3R,5R,6aS,7S,8S,9R,10R,10aS)-1,3,5,9-tetraacetyloxy-7,8-dimethyl-7-(3-methylidenepent-4-enyl)-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-10-yl] (2E,4E)-deca-2,4-dienoate

Details

• Internal ID: c50e02b7-2718-4180-b2d0-e9c0b70187c8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: [(1R,3R,5R,6aS,7S,8S,9R,10R,10aS)-1,3,5,9-tetraacetyloxy-7,8-dimethyl-7-(3-methylidenepent-4-enyl)-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-10-yl] (2E,4E)-deca-2,4-dienoate
• SMILES (Canonical): CCCCCC=CC=CC(=O)OC1C(C(C(C2C13C(OC(C3=CC(C2)OC(=O)C)OC(=O)C)OC(=O)C)(C)CCC(=C)C=C)C)OC(=O)C
• SMILES (Isomeric): CCCCC/C=C/C=C/C(=O)O[C@H]1[C@@H]([C@H]([C@@]([C@H]2[C@@]13[C@H](O[C@@H](C3=C[C@@H](C2)OC(=O)C)OC(=O)C)OC(=O)C)(C)CCC(=C)C=C)C)OC(=O)C
• InChI: InChI=1S/C38H52O11/c1-10-12-13-14-15-16-17-18-32(43)48-34-33(45-26(6)40)24(4)37(9,20-19-23(3)11-2)31-22-29(44-25(5)39)21-30-35(46-27(7)41)49-36(38(30,31)34)47-28(8)42/h11,15-18,21,24,29,31,33-36H,2-3,10,12-14,19-20,22H2,1,4-9H3/b16-15+,18-17+/t24-,29+,31+,33-,34+,35+,36+,37-,38-/m1/s1
• InChI Key: QULKHTBAJDJGJB-RLAXPAQVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₅₂O₁₁
• Molecular Weight: 684.80 g/mol
• Exact Mass: 684.35096247 g/mol
• Topological Polar Surface Area (TPSA): 141.00 Ų
• XlogP: 7.60
• Atomic LogP (AlogP): 6.37
• H-Bond Acceptor: 11
• H-Bond Donor: 0
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9951	99.51%
Caco-2	-	0.8094	80.94%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.5832	58.32%
OATP2B1 inhibitior	-	0.8539	85.39%
OATP1B1 inhibitior	+	0.7929	79.29%
OATP1B3 inhibitior	+	0.8346	83.46%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.9814	98.14%
P-glycoprotein inhibitior	+	0.8515	85.15%
P-glycoprotein substrate	+	0.6461	64.61%
CYP3A4 substrate	+	0.7043	70.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8934	89.34%
CYP3A4 inhibition	+	0.6337	63.37%
CYP2C9 inhibition	-	0.7989	79.89%
CYP2C19 inhibition	-	0.6484	64.84%
CYP2D6 inhibition	-	0.9342	93.42%
CYP1A2 inhibition	-	0.6362	63.62%
CYP2C8 inhibition	+	0.7418	74.18%
CYP inhibitory promiscuity	-	0.6773	67.73%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5578	55.78%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.9007	90.07%
Skin irritation	+	0.5898	58.98%
Skin corrosion	-	0.9133	91.33%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8561	85.61%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8377	83.77%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.7355	73.55%
Acute Oral Toxicity (c)	III	0.5927	59.27%
Estrogen receptor binding	+	0.7721	77.21%
Androgen receptor binding	+	0.7067	70.67%
Thyroid receptor binding	+	0.5751	57.51%
Glucocorticoid receptor binding	+	0.7893	78.93%
Aromatase binding	+	0.6226	62.26%
PPAR gamma	+	0.6848	68.48%
Honey bee toxicity	-	0.7141	71.41%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6453	64.53%
Fish aquatic toxicity	+	1.0000	100.00%

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	99.07%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.27%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.24%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.22%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.69%	99.17%
CHEMBL2581	P07339	Cathepsin D	94.35%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	91.66%	97.79%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.00%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.43%	86.33%
CHEMBL4040	P28482	MAP kinase ERK2	87.36%	83.82%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.76%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.45%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	85.26%	94.73%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.64%	96.77%
CHEMBL340	P08684	Cytochrome P450 3A4	84.33%	91.19%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.81%	97.21%
CHEMBL230	P35354	Cyclooxygenase-2	82.72%	89.63%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.64%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.41%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.01%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.64%	95.50%

Plants that contains it

• Casearia rupestris

Cross-Links

• PubChem: 162867336
• LOTUS: LTS0032626
• wikiData: Q105228259