[(1S,3S,5R,6aS,7S,8S,9R,10R,10aS)-1-acetyloxy-3-ethoxy-5,10-dihydroxy-7,8-dimethyl-7-[(2Z)-3-methylpenta-2,4-dienyl]-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-9-yl] decanoate

Details

• Internal ID: 1945ba20-107d-4ebc-a31f-bfdc23e434dc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: [(1S,3S,5R,6aS,7S,8S,9R,10R,10aS)-1-acetyloxy-3-ethoxy-5,10-dihydroxy-7,8-dimethyl-7-[(2Z)-3-methylpenta-2,4-dienyl]-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-9-yl] decanoate
• SMILES (Canonical): CCCCCCCCCC(=O)OC1C(C(C2CC(C=C3C2(C1O)C(OC3OCC)OC(=O)C)O)(C)CC=C(C)C=C)C
• SMILES (Isomeric): CCCCCCCCCC(=O)O[C@@H]1[C@H]([C@@]([C@@H]2C[C@H](C=C3[C@@]2([C@H]1O)[C@@H](O[C@@H]3OCC)OC(=O)C)O)(C)C/C=C(/C)\C=C)C
• InChI: InChI=1S/C34H54O8/c1-8-11-12-13-14-15-16-17-28(37)41-29-23(5)33(7,19-18-22(4)9-2)27-21-25(36)20-26-31(39-10-3)42-32(40-24(6)35)34(26,27)30(29)38/h9,18,20,23,25,27,29-32,36,38H,2,8,10-17,19,21H2,1,3-7H3/b22-18-/t23-,25+,27+,29-,30+,31+,32-,33-,34-/m1/s1
• InChI Key: GKLSGDUPRKXVGF-UOSQSQJASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₄O₈
• Molecular Weight: 590.80 g/mol
• Exact Mass: 590.38186868 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 7.10
• Atomic LogP (AlogP): 6.15
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9880	98.80%
Caco-2	-	0.7862	78.62%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7569	75.69%
OATP2B1 inhibitior	-	0.7181	71.81%
OATP1B1 inhibitior	+	0.8028	80.28%
OATP1B3 inhibitior	+	0.9656	96.56%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.5208	52.08%
BSEP inhibitior	+	0.8714	87.14%
P-glycoprotein inhibitior	+	0.7904	79.04%
P-glycoprotein substrate	+	0.6176	61.76%
CYP3A4 substrate	+	0.7170	71.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8742	87.42%
CYP3A4 inhibition	+	0.7336	73.36%
CYP2C9 inhibition	-	0.8045	80.45%
CYP2C19 inhibition	-	0.8638	86.38%
CYP2D6 inhibition	-	0.9141	91.41%
CYP1A2 inhibition	-	0.7824	78.24%
CYP2C8 inhibition	+	0.6641	66.41%
CYP inhibitory promiscuity	-	0.7961	79.61%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4316	43.16%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9223	92.23%
Skin irritation	+	0.8091	80.91%
Skin corrosion	-	0.9352	93.52%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7397	73.97%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5054	50.54%
skin sensitisation	-	0.9207	92.07%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.6537	65.37%
Acute Oral Toxicity (c)	III	0.6732	67.32%
Estrogen receptor binding	+	0.7164	71.64%
Androgen receptor binding	+	0.6471	64.71%
Thyroid receptor binding	-	0.6250	62.50%
Glucocorticoid receptor binding	+	0.7056	70.56%
Aromatase binding	+	0.6967	69.67%
PPAR gamma	+	0.6499	64.99%
Honey bee toxicity	-	0.7059	70.59%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6835	68.35%
Fish aquatic toxicity	+	0.9969	99.69%

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	98.85%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.68%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.31%	99.17%
CHEMBL4040	P28482	MAP kinase ERK2	95.26%	83.82%
CHEMBL230	P35354	Cyclooxygenase-2	94.31%	89.63%
CHEMBL2996	Q05655	Protein kinase C delta	93.68%	97.79%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.01%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.88%	97.25%
CHEMBL2581	P07339	Cathepsin D	91.25%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.24%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.15%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	90.88%	94.73%
CHEMBL5255	O00206	Toll-like receptor 4	89.97%	92.50%
CHEMBL299	P17252	Protein kinase C alpha	89.34%	98.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.20%	97.09%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.93%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.68%	89.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	84.93%	92.86%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.00%	94.80%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.90%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.08%	92.94%
CHEMBL340	P08684	Cytochrome P450 3A4	82.35%	91.19%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.73%	89.05%
CHEMBL4530	P00488	Coagulation factor XIII	81.62%	96.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.58%	100.00%

Plants that contains it

• Casearia sylvestris

Cross-Links

• PubChem: 162913105
• LOTUS: LTS0271525
• wikiData: Q105010138