Cinnamolide

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	9a86eb82-b11a-4141-80f7-d1ef2726f936
Taxonomy	Organoheterocyclic compounds > Naphthofurans
IUPAC Name	(5aS,9aS,9bR)-6,6,9a-trimethyl-5,5a,7,8,9,9b-hexahydro-1H-benzo[e][2]benzofuran-3-one
SMILES (Canonical)	CC1(CCCC2(C1CC=C3C2COC3=O)C)C
SMILES (Isomeric)	C[C@]12CCCC([C@@H]1CC=C3[C@@H]2COC3=O)(C)C
InChI	InChI=1S/C15H22O2/c1-14(2)7-4-8-15(3)11-9-17-13(16)10(11)5-6-12(14)15/h5,11-12H,4,6-9H2,1-3H3/t11-,12-,15+/m0/s1
InChI Key	UMUMRNRVJNFLPT-SLEUVZQESA-N
Popularity	23 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₅H₂₂O₂
Molecular Weight	234.33 g/mol
Exact Mass	234.161979940 g/mol
Topological Polar Surface Area (TPSA)	26.30 Å²
XlogP	4.00
Atomic LogP (AlogP)	3.32
H-Bond Acceptor	2
H-Bond Donor	0
Rotatable Bonds	0

Synonyms

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23599-47-5

(-)-Cinnamolide

(5aS,9aS,9bR)-6,6,9a-trimethyl-5,5a,7,8,9,9b-hexahydro-1H-benzo[e][2]benzofuran-3-one

Naphtho(1,2-c)furan-3(1H)-one, 5,5a,6,7,8,9,9a,9b-octahydro-6,6,9a-trimethyl-, (5aS-(5a-alpha,9a-beta,9b-alpha))-

CHEMBL218666

DTXSID201339979

BDBM50465349

AKOS040762611

(5aS,9aS,9bR)-6,6,9a-trimethyl-5,5a,7,8,9,9b-hexahydro-1H-benzo[e]isobenzofuran-3-one

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	+	1.0000	100.00%
Caco-2	+	0.9203	92.03%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5614	56.14%
OATP2B1 inhibitior	-	0.8480	84.80%
OATP1B1 inhibitior	+	0.9056	90.56%
OATP1B3 inhibitior	+	0.9457	94.57%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.8904	89.04%
P-glycoprotein inhibitior	-	0.9310	93.10%
P-glycoprotein substrate	-	0.9249	92.49%
CYP3A4 substrate	+	0.5558	55.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8841	88.41%
CYP3A4 inhibition	-	0.8917	89.17%
CYP2C9 inhibition	-	0.6973	69.73%
CYP2C19 inhibition	+	0.6580	65.80%
CYP2D6 inhibition	-	0.8584	85.84%
CYP1A2 inhibition	-	0.6486	64.86%
CYP2C8 inhibition	-	0.8820	88.20%
CYP inhibitory promiscuity	-	0.7698	76.98%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5344	53.44%
Eye corrosion	-	0.9628	96.28%
Eye irritation	-	0.6951	69.51%
Skin irritation	-	0.7049	70.49%
Skin corrosion	-	0.9636	96.36%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5356	53.56%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5137	51.37%
skin sensitisation	-	0.5583	55.83%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.5479	54.79%
Acute Oral Toxicity (c)	III	0.7537	75.37%
Estrogen receptor binding	-	0.5055	50.55%
Androgen receptor binding	+	0.5830	58.30%
Thyroid receptor binding	-	0.5249	52.49%
Glucocorticoid receptor binding	-	0.5594	55.94%
Aromatase binding	-	0.6951	69.51%
PPAR gamma	-	0.5110	51.10%
Honey bee toxicity	-	0.8859	88.59%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9969	99.69%

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
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.92%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.22%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.02%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	89.06%	94.75%
CHEMBL2581	P07339	Cathepsin D	88.59%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.33%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.09%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	86.07%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.22%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.59%	89.00%
CHEMBL6007	O75762	Transient receptor potential cation channel subfamily A member 1	81.12%	92.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.73%	82.69%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.00%	99.23%

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.

Blechnum fluviatile

Cinnamosma fragrans

Cinnamosma macrocarpa

Porella canariensis

Warburgia stuhlmannii

Warburgia ugandensis