[1-Acetyloxy-5,10-dihydroxy-3-methoxy-7,8-dimethyl-7-(3-methylidenepent-4-enyl)-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-9-yl] deca-2,4-dienoate

Details

• Internal ID: 3dc3cd38-c800-40d0-809f-022a61504cea
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: [1-acetyloxy-5,10-dihydroxy-3-methoxy-7,8-dimethyl-7-(3-methylidenepent-4-enyl)-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-9-yl] deca-2,4-dienoate
• SMILES (Canonical): CCCCCC=CC=CC(=O)OC1C(C(C2CC(C=C3C2(C1O)C(OC3OC)OC(=O)C)O)(C)CCC(=C)C=C)C
• SMILES (Isomeric): CCCCCC=CC=CC(=O)OC1C(C(C2CC(C=C3C2(C1O)C(OC3OC)OC(=O)C)O)(C)CCC(=C)C=C)C
• InChI: InChI=1S/C33H48O8/c1-8-10-11-12-13-14-15-16-27(36)40-28-22(4)32(6,18-17-21(3)9-2)26-20-24(35)19-25-30(38-7)41-31(39-23(5)34)33(25,26)29(28)37/h9,13-16,19,22,24,26,28-31,35,37H,2-3,8,10-12,17-18,20H2,1,4-7H3
• InChI Key: IIKQVONZJJQKFU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₈O₈
• Molecular Weight: 572.70 g/mol
• Exact Mass: 572.33491849 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 5.32
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9877	98.77%
Caco-2	-	0.8023	80.23%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6417	64.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7779	77.79%
OATP1B3 inhibitior	+	0.9212	92.12%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.8406	84.06%
P-glycoprotein inhibitior	+	0.7738	77.38%
P-glycoprotein substrate	+	0.6594	65.94%
CYP3A4 substrate	+	0.7199	71.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8917	89.17%
CYP3A4 inhibition	+	0.8392	83.92%
CYP2C9 inhibition	-	0.7932	79.32%
CYP2C19 inhibition	-	0.7652	76.52%
CYP2D6 inhibition	-	0.9110	91.10%
CYP1A2 inhibition	-	0.6933	69.33%
CYP2C8 inhibition	+	0.7413	74.13%
CYP inhibitory promiscuity	-	0.8142	81.42%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4585	45.85%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9282	92.82%
Skin irritation	+	0.6924	69.24%
Skin corrosion	-	0.9241	92.41%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7661	76.61%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8787	87.87%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.6283	62.83%
Acute Oral Toxicity (c)	III	0.3648	36.48%
Estrogen receptor binding	+	0.7090	70.90%
Androgen receptor binding	+	0.7218	72.18%
Thyroid receptor binding	-	0.4933	49.33%
Glucocorticoid receptor binding	+	0.6961	69.61%
Aromatase binding	+	0.6592	65.92%
PPAR gamma	+	0.6336	63.36%
Honey bee toxicity	-	0.6583	65.83%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.7000	70.00%
Fish aquatic toxicity	+	0.9947	99.47%

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	99.42%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	98.33%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.10%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.13%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.88%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	95.78%	96.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.64%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.64%	86.33%
CHEMBL2581	P07339	Cathepsin D	90.26%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.76%	92.94%
CHEMBL2996	Q05655	Protein kinase C delta	89.17%	97.79%
CHEMBL230	P35354	Cyclooxygenase-2	86.52%	89.63%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.33%	97.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.21%	97.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.73%	94.80%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.68%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.39%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	84.87%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	83.05%	91.19%
CHEMBL5255	O00206	Toll-like receptor 4	82.71%	92.50%
CHEMBL221	P23219	Cyclooxygenase-1	82.04%	90.17%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.24%	95.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.18%	100.00%

Plants that contains it

• Casearia rupestris

Cross-Links

• PubChem: 75971580
• LOTUS: LTS0274929
• wikiData: Q104168822