3-[(1R,2R,5R,6R,7R,10S,11S,14S)-11-(furan-3-yl)-5-(2-hydroxypropan-2-yl)-2,6,10-trimethyl-3,13-dioxo-12,15-dioxatetracyclo[8.5.0.01,14.02,7]pentadecan-6-yl]-3-hydroxypropanoic acid

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	7d8bfa04-1bb1-4951-bdc3-5bc9684f5780
Taxonomy	Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones
IUPAC Name	3-[(1R,2R,5R,6R,7R,10S,11S,14S)-11-(furan-3-yl)-5-(2-hydroxypropan-2-yl)-2,6,10-trimethyl-3,13-dioxo-12,15-dioxatetracyclo[8.5.0.01,14.02,7]pentadecan-6-yl]-3-hydroxypropanoic acid
SMILES (Canonical)	CC12CCC3C(C(CC(=O)C3(C14C(O4)C(=O)OC2C5=COC=C5)C)C(C)(C)O)(C)C(CC(=O)O)O
SMILES (Isomeric)	C[C@@]12CC[C@@H]3[C@@]([C@@H](CC(=O)[C@]3([C@@]14[C@H](O4)C(=O)O[C@H]2C5=COC=C5)C)C(C)(C)O)(C)C(CC(=O)O)O
InChI	InChI=1S/C26H34O9/c1-22(2,32)15-10-17(28)25(5)14(24(15,4)16(27)11-18(29)30)6-8-23(3)19(13-7-9-33-12-13)34-21(31)20-26(23,25)35-20/h7,9,12,14-16,19-20,27,32H,6,8,10-11H2,1-5H3,(H,29,30)/t14-,15+,16?,19+,20-,23+,24-,25+,26-/m1/s1
InChI Key	OZOFRBKHLATMMU-MKBHYRRPSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₆H₃₄O₉
Molecular Weight	490.50 g/mol
Exact Mass	490.22028266 g/mol
Topological Polar Surface Area (TPSA)	147.00 Å²
XlogP	1.20
Atomic LogP (AlogP)	2.64
H-Bond Acceptor	8
H-Bond Donor	3
Rotatable Bonds	5

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	+	0.9059	90.59%
Caco-2	-	0.7516	75.16%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6582	65.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.3536	35.36%
OATP1B3 inhibitior	+	0.8699	86.99%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8287	82.87%
BSEP inhibitior	+	0.6751	67.51%
P-glycoprotein inhibitior	-	0.5051	50.51%
P-glycoprotein substrate	+	0.5709	57.09%
CYP3A4 substrate	+	0.6664	66.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8411	84.11%
CYP3A4 inhibition	+	0.7896	78.96%
CYP2C9 inhibition	-	0.7985	79.85%
CYP2C19 inhibition	-	0.8545	85.45%
CYP2D6 inhibition	-	0.9351	93.51%
CYP1A2 inhibition	-	0.8738	87.38%
CYP2C8 inhibition	+	0.6144	61.44%
CYP inhibitory promiscuity	-	0.9333	93.33%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5824	58.24%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.8607	86.07%
Skin irritation	-	0.6558	65.58%
Skin corrosion	-	0.8854	88.54%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3861	38.61%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8583	85.83%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.8381	83.81%
Acute Oral Toxicity (c)	I	0.4933	49.33%
Estrogen receptor binding	+	0.8152	81.52%
Androgen receptor binding	+	0.8033	80.33%
Thyroid receptor binding	+	0.6379	63.79%
Glucocorticoid receptor binding	+	0.7933	79.33%
Aromatase binding	+	0.8046	80.46%
PPAR gamma	+	0.6648	66.48%
Honey bee toxicity	-	0.8406	84.06%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9630	96.30%

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
CHEMBL4040	P28482	MAP kinase ERK2	99.13%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.64%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.36%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.96%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.08%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.30%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.93%	97.25%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	90.30%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.66%	97.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	88.91%	93.04%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.30%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.81%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.94%	99.23%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.64%	95.71%
CHEMBL221	P23219	Cyclooxygenase-1	81.80%	90.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.34%	100.00%
CHEMBL301	P24941	Cyclin-dependent kinase 2	80.75%	91.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.55%	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.