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

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	93840dd7-f92d-423f-8e0a-04141389f9fc
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
IUPAC Name	[(1S,3R,5R,6aS,7S,8S,9R,10R,10aS)-1,3,10-triacetyloxy-5-methoxy-7,8-dimethyl-7-[(2Z)-3-methylpenta-2,4-dienyl]-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-9-yl] acetate
SMILES (Canonical)	CC1C(C(C23C(C1(C)CC=C(C)C=C)CC(C=C2C(OC3OC(=O)C)OC(=O)C)OC)OC(=O)C)OC(=O)C
SMILES (Isomeric)	C[C@@H]1[C@H]([C@@H]([C@]23[C@H]([C@]1(C)C/C=C(/C)\C=C)C[C@H](C=C2[C@H](O[C@H]3OC(=O)C)OC(=O)C)OC)OC(=O)C)OC(=O)C
InChI	InChI=1S/C29H40O10/c1-10-15(2)11-12-28(8)16(3)24(35-17(4)30)25(36-18(5)31)29-22(13-21(34-9)14-23(28)29)26(37-19(6)32)39-27(29)38-20(7)33/h10-11,13,16,21,23-27H,1,12,14H2,2-9H3/b15-11-/t16-,21+,23+,24-,25+,26+,27-,28-,29-/m1/s1
InChI Key	ILEWTGOMGUCPGF-AUNSKJOFSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₉H₄₀O₁₀
Molecular Weight	548.60 g/mol
Exact Mass	548.26214747 g/mol
Topological Polar Surface Area (TPSA)	124.00 Å²
XlogP	3.80
Atomic LogP (AlogP)	3.78
H-Bond Acceptor	10
H-Bond Donor	0
Rotatable Bonds	8

Synonyms

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There are no found synonyms.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9933	99.33%
Caco-2	-	0.6506	65.06%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5722	57.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8401	84.01%
OATP1B3 inhibitior	+	0.8373	83.73%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9089	90.89%
P-glycoprotein inhibitior	+	0.8663	86.63%
P-glycoprotein substrate	-	0.5682	56.82%
CYP3A4 substrate	+	0.6773	67.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8714	87.14%
CYP3A4 inhibition	+	0.6810	68.10%
CYP2C9 inhibition	-	0.8873	88.73%
CYP2C19 inhibition	-	0.8443	84.43%
CYP2D6 inhibition	-	0.9585	95.85%
CYP1A2 inhibition	-	0.7375	73.75%
CYP2C8 inhibition	+	0.5212	52.12%
CYP inhibitory promiscuity	-	0.6784	67.84%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4849	48.49%
Eye corrosion	-	0.9821	98.21%
Eye irritation	-	0.8512	85.12%
Skin irritation	-	0.5927	59.27%
Skin corrosion	-	0.9335	93.35%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7202	72.02%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.5784	57.84%
skin sensitisation	-	0.7529	75.29%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6545	65.45%
Acute Oral Toxicity (c)	III	0.5527	55.27%
Estrogen receptor binding	+	0.8143	81.43%
Androgen receptor binding	+	0.6379	63.79%
Thyroid receptor binding	+	0.5797	57.97%
Glucocorticoid receptor binding	+	0.8110	81.10%
Aromatase binding	+	0.6134	61.34%
PPAR gamma	+	0.7709	77.09%
Honey bee toxicity	-	0.6221	62.21%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9951	99.51%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	97.74%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.58%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.44%	94.45%
CHEMBL3492	P49721	Proteasome Macropain subunit	88.67%	90.24%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.98%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.91%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	86.10%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.82%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.58%	91.07%
CHEMBL3401	O75469	Pregnane X receptor	85.53%	94.73%
CHEMBL4208	P20618	Proteasome component C5	84.03%	90.00%
CHEMBL2581	P07339	Cathepsin D	83.54%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.35%	95.50%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.