(1S,2S,5S,8R,9R)-2,3',3',6-tetramethylspiro[11-oxatricyclo[6.2.1.01,5]undec-6-ene-9,2'-oxirane]-8-ol

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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	333c2db5-8e64-4263-97a7-03791eb46629
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Guaianes
IUPAC Name	(1S,2S,5S,8R,9R)-2,3',3',6-tetramethylspiro[11-oxatricyclo[6.2.1.01,5]undec-6-ene-9,2'-oxirane]-8-ol
SMILES (Canonical)	CC1CCC2C13CC4(C(O4)(C)C)C(O3)(C=C2C)O
SMILES (Isomeric)	C[C@H]1CC[C@@H]2[C@]13C[C@]4([C@](O3)(C=C2C)O)C(O4)(C)C
InChI	InChI=1S/C15H22O3/c1-9-7-15(16)14(12(3,4)17-14)8-13(18-15)10(2)5-6-11(9)13/h7,10-11,16H,5-6,8H2,1-4H3/t10-,11-,13-,14+,15+/m0/s1
InChI Key	NMKYCFSNAWAALS-XSXPHNMFSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₅H₂₂O₃
Molecular Weight	250.33 g/mol
Exact Mass	250.15689456 g/mol
Topological Polar Surface Area (TPSA)	42.00 Å²
XlogP	1.20
Atomic LogP (AlogP)	2.39
H-Bond Acceptor	3
H-Bond Donor	1
Rotatable Bonds	0

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	+	0.9792	97.92%
Caco-2	+	0.5988	59.88%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6631	66.31%
OATP2B1 inhibitior	-	0.8499	84.99%
OATP1B1 inhibitior	+	0.9278	92.78%
OATP1B3 inhibitior	+	0.9086	90.86%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.8949	89.49%
P-glycoprotein inhibitior	-	0.9381	93.81%
P-glycoprotein substrate	-	0.8664	86.64%
CYP3A4 substrate	+	0.5193	51.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8130	81.30%
CYP3A4 inhibition	-	0.9137	91.37%
CYP2C9 inhibition	-	0.7078	70.78%
CYP2C19 inhibition	-	0.7192	71.92%
CYP2D6 inhibition	-	0.9186	91.86%
CYP1A2 inhibition	-	0.5282	52.82%
CYP2C8 inhibition	-	0.8105	81.05%
CYP inhibitory promiscuity	-	0.9150	91.50%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5841	58.41%
Eye corrosion	-	0.9819	98.19%
Eye irritation	-	0.8327	83.27%
Skin irritation	-	0.6092	60.92%
Skin corrosion	-	0.9162	91.62%
Ames mutagenesis	-	0.6470	64.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5211	52.11%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5801	58.01%
skin sensitisation	-	0.7078	70.78%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.5572	55.72%
Acute Oral Toxicity (c)	III	0.5003	50.03%
Estrogen receptor binding	+	0.6130	61.30%
Androgen receptor binding	+	0.5436	54.36%
Thyroid receptor binding	+	0.5947	59.47%
Glucocorticoid receptor binding	-	0.5383	53.83%
Aromatase binding	-	0.6057	60.57%
PPAR gamma	-	0.5378	53.78%
Honey bee toxicity	-	0.9546	95.46%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9284	92.84%

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	92.70%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.61%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.19%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.29%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.96%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.86%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.85%	100.00%

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.

Celastrus orbiculatus