[(1S,3S,5R,6aR,7R,8R,10S,10aR)-1,3-diacetyloxy-5-hydroxy-7,8-dimethyl-7-(3-methylidenepent-4-enyl)-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-10-yl] decanoate

Details

• Internal ID: 9040f72b-4e1a-439c-bf9c-8367e3e1dadd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: [(1S,3S,5R,6aR,7R,8R,10S,10aR)-1,3-diacetyloxy-5-hydroxy-7,8-dimethyl-7-(3-methylidenepent-4-enyl)-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-10-yl] decanoate
• SMILES (Canonical): CCCCCCCCCC(=O)OC1CC(C(C2C13C(OC(C3=CC(C2)O)OC(=O)C)OC(=O)C)(C)CCC(=C)C=C)C
• SMILES (Isomeric): CCCCCCCCCC(=O)O[C@H]1C[C@H]([C@@]([C@@H]2[C@]13[C@@H](O[C@H](C3=C[C@@H](C2)O)OC(=O)C)OC(=O)C)(C)CCC(=C)C=C)C
• InChI: InChI=1S/C34H52O8/c1-8-10-11-12-13-14-15-16-30(38)41-29-19-23(4)33(7,18-17-22(3)9-2)28-21-26(37)20-27-31(39-24(5)35)42-32(34(27,28)29)40-25(6)36/h9,20,23,26,28-29,31-32,37H,2-3,8,10-19,21H2,1,4-7H3/t23-,26+,28-,29+,31-,32-,33-,34+/m1/s1
• InChI Key: DLGWDWAHHHQPPW-JHDZJNAESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₂O₈
• Molecular Weight: 588.80 g/mol
• Exact Mass: 588.36621861 g/mol
• Topological Polar Surface Area (TPSA): 108.00 Ų
• XlogP: 8.00
• Atomic LogP (AlogP): 6.71
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9954	99.54%
Caco-2	-	0.8021	80.21%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5907	59.07%
OATP2B1 inhibitior	-	0.5738	57.38%
OATP1B1 inhibitior	+	0.8288	82.88%
OATP1B3 inhibitior	+	0.8914	89.14%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9218	92.18%
P-glycoprotein inhibitior	+	0.7665	76.65%
P-glycoprotein substrate	+	0.6468	64.68%
CYP3A4 substrate	+	0.7020	70.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8630	86.30%
CYP3A4 inhibition	+	0.7781	77.81%
CYP2C9 inhibition	-	0.8065	80.65%
CYP2C19 inhibition	-	0.8457	84.57%
CYP2D6 inhibition	-	0.9418	94.18%
CYP1A2 inhibition	-	0.7585	75.85%
CYP2C8 inhibition	+	0.6869	68.69%
CYP inhibitory promiscuity	-	0.8559	85.59%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5679	56.79%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9067	90.67%
Skin irritation	+	0.6851	68.51%
Skin corrosion	-	0.9119	91.19%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6903	69.03%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8305	83.05%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	+	0.6735	67.35%
Acute Oral Toxicity (c)	III	0.5371	53.71%
Estrogen receptor binding	+	0.7818	78.18%
Androgen receptor binding	+	0.6505	65.05%
Thyroid receptor binding	-	0.5770	57.70%
Glucocorticoid receptor binding	+	0.7625	76.25%
Aromatase binding	+	0.6995	69.95%
PPAR gamma	+	0.6634	66.34%
Honey bee toxicity	-	0.7818	78.18%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.7834	78.34%
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	99.27%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	98.72%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.37%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	97.74%	97.79%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.00%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.80%	99.17%
CHEMBL299	P17252	Protein kinase C alpha	95.46%	98.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.23%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.64%	98.95%
CHEMBL230	P35354	Cyclooxygenase-2	91.32%	89.63%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.53%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.46%	89.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.76%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.62%	95.56%
CHEMBL5255	O00206	Toll-like receptor 4	85.01%	92.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.77%	96.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.53%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	83.16%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.32%	92.62%
CHEMBL3401	O75469	Pregnane X receptor	81.79%	94.73%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.71%	92.94%
CHEMBL3045	P05771	Protein kinase C beta	81.62%	97.63%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.47%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.69%	97.09%

Plants that contains it

• Casearia corymbulosa

Cross-Links

• PubChem: 162893214
• LOTUS: LTS0146051
• wikiData: Q105251962