(1S,2S,6S,7S,9R,13S,15R,16S,17S)-15,16-dihydroxy-4-methoxy-2,6,17-trimethyl-14-methylidene-10-oxatetracyclo[7.7.1.02,7.013,17]heptadec-4-ene-3,11-dione

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	d5130646-6f3f-478d-a209-7c6e4a3040cc
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
IUPAC Name	(1S,2S,6S,7S,9R,13S,15R,16S,17S)-15,16-dihydroxy-4-methoxy-2,6,17-trimethyl-14-methylidene-10-oxatetracyclo[7.7.1.02,7.013,17]heptadec-4-ene-3,11-dione
SMILES (Canonical)	CC1C=C(C(=O)C2(C1CC3C4(C2C(C(C(=C)C4CC(=O)O3)O)O)C)C)OC
SMILES (Isomeric)	C[C@@H]1C=C(C(=O)[C@]2([C@H]1C[C@@H]3[C@@]4([C@@H]2[C@@H]([C@@H](C(=C)[C@@H]4CC(=O)O3)O)O)C)C)OC
InChI	InChI=1S/C21H28O6/c1-9-6-13(26-5)19(25)21(4)11(9)7-14-20(3)12(8-15(22)27-14)10(2)16(23)17(24)18(20)21/h6,9,11-12,14,16-18,23-24H,2,7-8H2,1,3-5H3/t9-,11+,12+,14-,16-,17-,18+,20-,21+/m1/s1
InChI Key	CKRHSGZMMGXRKZ-FPWAFXQNSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₁H₂₈O₆
Molecular Weight	376.40 g/mol
Exact Mass	376.18858861 g/mol
Topological Polar Surface Area (TPSA)	93.10 Å²
XlogP	1.20
Atomic LogP (AlogP)	1.61
H-Bond Acceptor	6
H-Bond Donor	2
Rotatable Bonds	1

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	+	0.8929	89.29%
Caco-2	-	0.5475	54.75%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7133	71.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8346	83.46%
OATP1B3 inhibitior	+	0.9330	93.30%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8547	85.47%
P-glycoprotein inhibitior	-	0.7567	75.67%
P-glycoprotein substrate	-	0.6072	60.72%
CYP3A4 substrate	+	0.6465	64.65%
CYP2C9 substrate	-	0.7970	79.70%
CYP2D6 substrate	-	0.8937	89.37%
CYP3A4 inhibition	-	0.8190	81.90%
CYP2C9 inhibition	-	0.9356	93.56%
CYP2C19 inhibition	-	0.8578	85.78%
CYP2D6 inhibition	-	0.9098	90.98%
CYP1A2 inhibition	-	0.8059	80.59%
CYP2C8 inhibition	-	0.6076	60.76%
CYP inhibitory promiscuity	-	0.9251	92.51%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6543	65.43%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.9278	92.78%
Skin irritation	-	0.6202	62.02%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	+	0.5446	54.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.4886	48.86%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.6713	67.13%
skin sensitisation	-	0.7637	76.37%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.6098	60.98%
Acute Oral Toxicity (c)	III	0.5407	54.07%
Estrogen receptor binding	+	0.5912	59.12%
Androgen receptor binding	+	0.5753	57.53%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6475	64.75%
Aromatase binding	-	0.4943	49.43%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.7295	72.95%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9615	96.15%

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	96.89%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.79%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.32%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.87%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.79%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.81%	95.56%
CHEMBL2581	P07339	Cathepsin D	83.94%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.59%	92.94%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.88%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.87%	97.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.28%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.26%	93.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.68%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.53%	95.89%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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