[1-Acetyloxy-3-butanoyloxy-10-hydroxy-7,8-dimethyl-7-(3-methylidenepent-4-enyl)-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-5-yl] 2-methylbutanoate

Details

• Internal ID: eca242f6-590a-49a7-841a-560c5431b4e2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: [1-acetyloxy-3-butanoyloxy-10-hydroxy-7,8-dimethyl-7-(3-methylidenepent-4-enyl)-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-5-yl] 2-methylbutanoate
• SMILES (Canonical): CCCC(=O)OC1C2=CC(CC3C2(C(CC(C3(C)CCC(=C)C=C)C)O)C(O1)OC(=O)C)OC(=O)C(C)CC
• SMILES (Isomeric): CCCC(=O)OC1C2=CC(CC3C2(C(CC(C3(C)CCC(=C)C=C)C)O)C(O1)OC(=O)C)OC(=O)C(C)CC
• InChI: InChI=1S/C31H46O8/c1-9-12-26(34)38-28-23-16-22(37-27(35)19(5)11-3)17-24-30(8,14-13-18(4)10-2)20(6)15-25(33)31(23,24)29(39-28)36-21(7)32/h10,16,19-20,22,24-25,28-29,33H,2,4,9,11-15,17H2,1,3,5-8H3
• InChI Key: TZJHOPZZDGIPGM-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₆O₈
• Molecular Weight: 546.70 g/mol
• Exact Mass: 546.31926842 g/mol
• Topological Polar Surface Area (TPSA): 108.00 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 5.40
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9929	99.29%
Caco-2	-	0.7933	79.33%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6232	62.32%
OATP2B1 inhibitior	-	0.8621	86.21%
OATP1B1 inhibitior	+	0.8291	82.91%
OATP1B3 inhibitior	+	0.8927	89.27%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9231	92.31%
P-glycoprotein inhibitior	+	0.7443	74.43%
P-glycoprotein substrate	+	0.6456	64.56%
CYP3A4 substrate	+	0.6945	69.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8630	86.30%
CYP3A4 inhibition	+	0.8340	83.40%
CYP2C9 inhibition	-	0.7995	79.95%
CYP2C19 inhibition	-	0.8021	80.21%
CYP2D6 inhibition	-	0.9261	92.61%
CYP1A2 inhibition	-	0.6766	67.66%
CYP2C8 inhibition	+	0.6878	68.78%
CYP inhibitory promiscuity	-	0.7826	78.26%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5642	56.42%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9155	91.55%
Skin irritation	+	0.7324	73.24%
Skin corrosion	-	0.9119	91.19%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4541	45.41%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8505	85.05%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	-	0.5540	55.40%
Acute Oral Toxicity (c)	III	0.5777	57.77%
Estrogen receptor binding	+	0.7472	74.72%
Androgen receptor binding	+	0.6644	66.44%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7969	79.69%
Aromatase binding	+	0.7498	74.98%
PPAR gamma	+	0.6676	66.76%
Honey bee toxicity	-	0.7072	70.72%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
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
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.15%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.11%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.52%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.01%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	93.81%	97.79%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.97%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.18%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	89.64%	83.82%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.36%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.30%	96.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.66%	97.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.34%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	84.88%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.57%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.03%	99.17%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.88%	96.77%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.83%	92.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.74%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.79%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.77%	95.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.11%	89.62%

Plants that contains it

• Casearia membranacea
• Casearia sylvestris

Cross-Links

• PubChem: 72768905
• LOTUS: LTS0172885
• wikiData: Q105268212