[(1R,3S,5R,6aS,7R,8R,10S,10aS)-1,3-diacetyloxy-10-methoxy-7,8-dimethyl-7-[(2E)-3-methylpenta-2,4-dienyl]-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-5-yl] (2R)-2-methylbutanoate

Details

• Internal ID: 5ca727b8-7813-4ff4-aa8a-67071c6e8696
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: [(1R,3S,5R,6aS,7R,8R,10S,10aS)-1,3-diacetyloxy-10-methoxy-7,8-dimethyl-7-[(2E)-3-methylpenta-2,4-dienyl]-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-5-yl] (2R)-2-methylbutanoate
• InChI: InChI=1S/C30H44O8/c1-10-17(3)12-13-29(8)19(5)14-25(34-9)30-23(27(35-20(6)31)38-28(30)36-21(7)32)15-22(16-24(29)30)37-26(33)18(4)11-2/h10,12,15,18-19,22,24-25,27-28H,1,11,13-14,16H2,2-9H3/b17-12+/t18-,19-,22+,24+,25+,27-,28+,29-,30-/m1/s1
• InChI Key: UWFRYHUOYRQHCP-DBEJGRECSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₄O₈
• Molecular Weight: 532.70 g/mol
• Exact Mass: 532.30361836 g/mol
• Topological Polar Surface Area (TPSA): 97.40 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 5.27
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9966	99.66%
Caco-2	-	0.6834	68.34%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5429	54.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8276	82.76%
OATP1B3 inhibitior	+	0.9169	91.69%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9294	92.94%
P-glycoprotein inhibitior	+	0.8347	83.47%
P-glycoprotein substrate	+	0.5764	57.64%
CYP3A4 substrate	+	0.6853	68.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8714	87.14%
CYP3A4 inhibition	+	0.5969	59.69%
CYP2C9 inhibition	-	0.8348	83.48%
CYP2C19 inhibition	-	0.7319	73.19%
CYP2D6 inhibition	-	0.9624	96.24%
CYP1A2 inhibition	-	0.7269	72.69%
CYP2C8 inhibition	+	0.5842	58.42%
CYP inhibitory promiscuity	-	0.6239	62.39%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5507	55.07%
Eye corrosion	-	0.9839	98.39%
Eye irritation	-	0.8810	88.10%
Skin irritation	-	0.5792	57.92%
Skin corrosion	-	0.9394	93.94%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4231	42.31%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.7634	76.34%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.4742	47.42%
Acute Oral Toxicity (c)	III	0.5430	54.30%
Estrogen receptor binding	+	0.7647	76.47%
Androgen receptor binding	+	0.6615	66.15%
Thyroid receptor binding	+	0.5367	53.67%
Glucocorticoid receptor binding	+	0.8256	82.56%
Aromatase binding	+	0.6909	69.09%
PPAR gamma	+	0.7281	72.81%
Honey bee toxicity	-	0.7066	70.66%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.20%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.86%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.65%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.13%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.33%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	87.31%	97.79%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.90%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.32%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	85.02%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.92%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.58%	95.50%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.38%	89.50%
CHEMBL3401	O75469	Pregnane X receptor	82.97%	94.73%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.27%	90.24%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.11%	97.14%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.09%	96.95%
CHEMBL299	P17252	Protein kinase C alpha	81.89%	98.03%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.79%	91.07%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.07%	95.89%

Plants that contains it

• Casearia bicolor

Cross-Links

• PubChem: 162881486
• LOTUS: LTS0009079
• wikiData: Q105280332