[(5R,7R,8S,9S,10S,13R,17S)-17-acetyloxy-17-[(2R)-2-hydroxy-5-oxo-2H-furan-3-yl]-4,4,8,10,13-pentamethyl-3,16-dioxo-5,6,7,9,11,12-hexahydrocyclopenta[a]phenanthren-7-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	152b9626-3cde-44f8-b128-97e450bcab2e
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name	[(5R,7R,8S,9S,10S,13R,17S)-17-acetyloxy-17-[(2R)-2-hydroxy-5-oxo-2H-furan-3-yl]-4,4,8,10,13-pentamethyl-3,16-dioxo-5,6,7,9,11,12-hexahydrocyclopenta[a]phenanthren-7-yl] acetate
SMILES (Canonical)	CC(=O)OC1CC2C(C(=O)C=CC2(C3C1(C4=CC(=O)C(C4(CC3)C)(C5=CC(=O)OC5O)OC(=O)C)C)C)(C)C
SMILES (Isomeric)	CC(=O)O[C@@H]1C[C@@H]2[C@@](C=CC(=O)C2(C)C)([C@H]3[C@]1(C4=CC(=O)[C@]([C@@]4(CC3)C)(C5=CC(=O)O[C@H]5O)OC(=O)C)C)C
InChI	InChI=1S/C30H36O9/c1-15(31)37-23-14-19-26(3,4)21(33)9-10-27(19,5)18-8-11-28(6)20(29(18,23)7)13-22(34)30(28,39-16(2)32)17-12-24(35)38-25(17)36/h9-10,12-13,18-19,23,25,36H,8,11,14H2,1-7H3/t18-,19-,23+,25+,27-,28+,29-,30-/m0/s1
InChI Key	ZXURWFKNHWDZSV-OBOPRPFOSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₃₀H₃₆O₉
Molecular Weight	540.60 g/mol
Exact Mass	540.23593272 g/mol
Topological Polar Surface Area (TPSA)	133.00 Å²
XlogP	2.70
Atomic LogP (AlogP)	3.14
H-Bond Acceptor	9
H-Bond Donor	1
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	+	0.9931	99.31%
Caco-2	-	0.7058	70.58%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7538	75.38%
OATP2B1 inhibitior	-	0.7186	71.86%
OATP1B1 inhibitior	+	0.7265	72.65%
OATP1B3 inhibitior	-	0.3979	39.79%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9547	95.47%
P-glycoprotein inhibitior	+	0.8121	81.21%
P-glycoprotein substrate	+	0.5253	52.53%
CYP3A4 substrate	+	0.7204	72.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8966	89.66%
CYP3A4 inhibition	-	0.6763	67.63%
CYP2C9 inhibition	-	0.7443	74.43%
CYP2C19 inhibition	-	0.8607	86.07%
CYP2D6 inhibition	-	0.9410	94.10%
CYP1A2 inhibition	-	0.6877	68.77%
CYP2C8 inhibition	+	0.5915	59.15%
CYP inhibitory promiscuity	-	0.8797	87.97%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4567	45.67%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.8861	88.61%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.8857	88.57%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3636	36.36%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.5791	57.91%
skin sensitisation	-	0.7981	79.81%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.5738	57.38%
Acute Oral Toxicity (c)	III	0.4010	40.10%
Estrogen receptor binding	+	0.8379	83.79%
Androgen receptor binding	+	0.7363	73.63%
Thyroid receptor binding	+	0.6986	69.86%
Glucocorticoid receptor binding	+	0.8439	84.39%
Aromatase binding	+	0.7737	77.37%
PPAR gamma	+	0.7115	71.15%
Honey bee toxicity	-	0.7440	74.40%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9909	99.09%

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	95.92%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.09%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.89%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.54%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.25%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.00%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.57%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.21%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	87.67%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.23%	89.00%
CHEMBL5028	O14672	ADAM10	83.90%	97.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.31%	94.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.82%	95.56%

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.