(3S,3aR,6E,9S,10E,11aS)-3,6,10-trimethyl-9-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3a,4,5,8,9,11a-hexahydro-3H-cyclodeca[b]furan-2-one

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	e3425594-a977-4490-9c1b-1f42a933720b
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
IUPAC Name	(3S,3aR,6E,9S,10E,11aS)-3,6,10-trimethyl-9-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3a,4,5,8,9,11a-hexahydro-3H-cyclodeca[b]furan-2-one
SMILES (Canonical)	CC1C2CCC(=CCC(C(=CC2OC1=O)C)OC3C(C(C(C(O3)CO)O)O)O)C
SMILES (Isomeric)	C[C@H]1[C@H]2CC/C(=C/C[C@@H](/C(=C/[C@H]2OC1=O)/C)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)/C
InChI	InChI=1S/C21H32O8/c1-10-4-6-13-12(3)20(26)27-15(13)8-11(2)14(7-5-10)28-21-19(25)18(24)17(23)16(9-22)29-21/h5,8,12-19,21-25H,4,6-7,9H2,1-3H3/b10-5+,11-8+/t12-,13+,14-,15+,16+,17+,18-,19+,21+/m0/s1
InChI Key	OWPORVMZZJAHEF-BJCRYQPISA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₁H₃₂O₈
Molecular Weight	412.50 g/mol
Exact Mass	412.20971797 g/mol
Topological Polar Surface Area (TPSA)	126.00 Å²
XlogP	0.20
Atomic LogP (AlogP)	0.43
H-Bond Acceptor	8
H-Bond Donor	4
Rotatable Bonds	3

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	+	0.7715	77.15%
Caco-2	-	0.7603	76.03%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8177	81.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8733	87.33%
OATP1B3 inhibitior	+	0.9221	92.21%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.4603	46.03%
P-glycoprotein inhibitior	-	0.7794	77.94%
P-glycoprotein substrate	-	0.7811	78.11%
CYP3A4 substrate	+	0.6394	63.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8895	88.95%
CYP3A4 inhibition	-	0.8696	86.96%
CYP2C9 inhibition	-	0.8899	88.99%
CYP2C19 inhibition	-	0.8806	88.06%
CYP2D6 inhibition	-	0.9101	91.01%
CYP1A2 inhibition	-	0.7175	71.75%
CYP2C8 inhibition	-	0.7726	77.26%
CYP inhibitory promiscuity	-	0.8787	87.87%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6948	69.48%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9733	97.33%
Skin irritation	-	0.6268	62.68%
Skin corrosion	-	0.9542	95.42%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6459	64.59%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.5968	59.68%
skin sensitisation	-	0.9069	90.69%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.4764	47.64%
Acute Oral Toxicity (c)	III	0.4562	45.62%
Estrogen receptor binding	+	0.6194	61.94%
Androgen receptor binding	-	0.5255	52.55%
Thyroid receptor binding	-	0.5709	57.09%
Glucocorticoid receptor binding	+	0.5674	56.74%
Aromatase binding	-	0.5608	56.08%
PPAR gamma	-	0.5171	51.71%
Honey bee toxicity	-	0.7657	76.57%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9364	93.64%

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	96.64%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.66%	97.25%
CHEMBL2581	P07339	Cathepsin D	92.66%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.77%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.48%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.70%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	87.30%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.98%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.55%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.43%	94.00%
CHEMBL5255	O00206	Toll-like receptor 4	80.40%	92.50%
CHEMBL1871	P10275	Androgen Receptor	80.05%	96.43%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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