Farinosin

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	ece7b4d0-4e4c-4ed2-917d-04d74734edca
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
IUPAC Name	(3R,3aS,4aR,8aS,9aR)-3-hydroxy-3,8a-dimethyl-5-methylidene-4,4a,9,9a-tetrahydro-3aH-benzo[f][1]benzofuran-2,6-dione
SMILES (Canonical)	CC12CC3C(CC1C(=C)C(=O)C=C2)C(C(=O)O3)(C)O
SMILES (Isomeric)	C[C@@]12C[C@@H]3[C@H](C[C@H]1C(=C)C(=O)C=C2)[C@@](C(=O)O3)(C)O
InChI	InChI=1S/C15H18O4/c1-8-9-6-10-12(19-13(17)15(10,3)18)7-14(9,2)5-4-11(8)16/h4-5,9-10,12,18H,1,6-7H2,2-3H3/t9-,10-,12+,14+,15+/m0/s1
InChI Key	CYMAWWCMMZZOTB-KJMJJSJTSA-N
Popularity	1 reference in papers

Physical and Chemical Properties

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Molecular Formula	C₁₅H₁₈O₄
Molecular Weight	262.30 g/mol
Exact Mass	262.12050905 g/mol
Topological Polar Surface Area (TPSA)	63.60 Å²
XlogP	1.60
Atomic LogP (AlogP)	1.39
H-Bond Acceptor	4
H-Bond Donor	1
Rotatable Bonds	0

Synonyms

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33299-79-5

C09450

CHEBI:4977

DTXSID40954932

(3R-(3alpha,3aalpha,4aalpha,8abeta,9aalpha))-3a,4a,5,8a,9,9a-Hexahydro-3-hydroxy-3,8a-dimethyl-5-methylenenaphtho(2,3-b)furan-2,6(3H,4H)-dione

Naphtho(2,3-b)furan-2,6(3H,4H)-dione, 3a,4a,5,8a,9,9a-hexahydro-3-hydroxy-3,8a-dimethyl-5-methylene-, (3R-(3alpha,3aalpha,4aalpha,8abeta,9aalpha))-

(3R,3aS,4aR,8aS,9aR)-3-hydroxy-3,8a-dimethyl-5-methylidene-4,4a,9,9a-tetrahydro-3aH-benzo[f][1]benzofuran-2,6-dione

Q27106604

3-Hydroxy-3,8a-dimethyl-5-methylidene-3a,4a,5,8a,9,9a-hexahydronaphtho[2,3-b]furan-2,6(3H,4H)-dione

Naphtho[2,3-b]furan-2,6(3H,4H)-dione, 3a,4a,5,8a,9,9a-hexahydro-3-hydroxy-3,8a-dimethyl-5-methylene-, [3R-(3.alpha.,3a.alpha.,4a.alpha.,8a.beta.,9a.alpha.)]-

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	+	0.9868	98.68%
Caco-2	-	0.6110	61.10%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6978	69.78%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.9220	92.20%
OATP1B3 inhibitior	+	0.8771	87.71%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8728	87.28%
P-glycoprotein inhibitior	-	0.9204	92.04%
P-glycoprotein substrate	-	0.8268	82.68%
CYP3A4 substrate	+	0.6165	61.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8982	89.82%
CYP3A4 inhibition	-	0.5214	52.14%
CYP2C9 inhibition	-	0.8962	89.62%
CYP2C19 inhibition	-	0.8798	87.98%
CYP2D6 inhibition	-	0.9548	95.48%
CYP1A2 inhibition	-	0.7250	72.50%
CYP2C8 inhibition	-	0.8461	84.61%
CYP inhibitory promiscuity	-	0.8894	88.94%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4722	47.22%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.9664	96.64%
Skin irritation	+	0.5365	53.65%
Skin corrosion	-	0.8490	84.90%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6404	64.04%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.7658	76.58%
skin sensitisation	-	0.7329	73.29%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.6990	69.90%
Acute Oral Toxicity (c)	III	0.3908	39.08%
Estrogen receptor binding	+	0.7889	78.89%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.6285	62.85%
Glucocorticoid receptor binding	+	0.5902	59.02%
Aromatase binding	-	0.7037	70.37%
PPAR gamma	+	0.5372	53.72%
Honey bee toxicity	-	0.8492	84.92%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5713	57.13%
Fish aquatic toxicity	+	0.9961	99.61%

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
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.14%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.05%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.51%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.34%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.04%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.39%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.87%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.02%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.87%	89.00%

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.