3,4,8-Trihydroxy-11,11-dimethyl-5-propan-2-yl-16-oxatetracyclo[7.5.2.01,10.02,7]hexadeca-2,4,6-trien-15-one

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	f565cf16-b4fa-4954-8ac8-62b5a7079aa5
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name	3,4,8-trihydroxy-11,11-dimethyl-5-propan-2-yl-16-oxatetracyclo[7.5.2.01,10.02,7]hexadeca-2,4,6-trien-15-one
SMILES (Canonical)	CC(C)C1=C(C(=C2C(=C1)C(C3C4C2(CCCC4(C)C)C(=O)O3)O)O)O
SMILES (Isomeric)	CC(C)C1=C(C(=C2C(=C1)C(C3C4C2(CCCC4(C)C)C(=O)O3)O)O)O
InChI	InChI=1S/C20H26O5/c1-9(2)10-8-11-12(15(23)13(10)21)20-7-5-6-19(3,4)17(20)16(14(11)22)25-18(20)24/h8-9,14,16-17,21-23H,5-7H2,1-4H3
InChI Key	LCAZOMIGFDQMNC-UHFFFAOYSA-N
Popularity	4 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₀H₂₆O₅
Molecular Weight	346.40 g/mol
Exact Mass	346.17802393 g/mol
Topological Polar Surface Area (TPSA)	87.00 Å²
XlogP	3.40
Atomic LogP (AlogP)	3.26
H-Bond Acceptor	5
H-Bond Donor	3
Rotatable Bonds	1

Synonyms

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3,4,8-trihydroxy-11,11-dimethyl-5-propan-2-yl-16-oxatetracyclo[7.5.2.01,10.02,7]hexadeca-2,4,6-trien-15-one

93380-12-2

MEGxp0_000857

CHEBI:175400

FT-0776917

(1R,8S,9S,10S)-3,4,8-trihydroxy-11,11-dimethyl-5-propan-2-yl-16-oxatetracyclo[7.5.2.0^{1,10.0^{2,7]hexadeca-2,4,6-trien-15-one

3,4,8-trihydroxy-11,11-dimethyl-5-(propan-2-yl)-16-oxatetracyclo[7.5.2.0^{1,10}.0^{2,7}]hexadeca-2,4,6-trien-15-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	+	0.9646	96.46%
Caco-2	-	0.5318	53.18%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7416	74.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8395	83.95%
OATP1B3 inhibitior	+	0.9398	93.98%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.8831	88.31%
P-glycoprotein inhibitior	-	0.8064	80.64%
P-glycoprotein substrate	-	0.7377	73.77%
CYP3A4 substrate	+	0.6147	61.47%
CYP2C9 substrate	-	0.7735	77.35%
CYP2D6 substrate	-	0.7200	72.00%
CYP3A4 inhibition	-	0.7521	75.21%
CYP2C9 inhibition	-	0.7242	72.42%
CYP2C19 inhibition	-	0.5951	59.51%
CYP2D6 inhibition	-	0.8736	87.36%
CYP1A2 inhibition	+	0.7048	70.48%
CYP2C8 inhibition	-	0.7874	78.74%
CYP inhibitory promiscuity	-	0.8178	81.78%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5633	56.33%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9010	90.10%
Skin irritation	-	0.6206	62.06%
Skin corrosion	-	0.8800	88.00%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8711	87.11%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.6553	65.53%
skin sensitisation	-	0.8265	82.65%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7598	75.98%
Acute Oral Toxicity (c)	III	0.5621	56.21%
Estrogen receptor binding	+	0.7326	73.26%
Androgen receptor binding	+	0.6365	63.65%
Thyroid receptor binding	+	0.6464	64.64%
Glucocorticoid receptor binding	+	0.8458	84.58%
Aromatase binding	+	0.6145	61.45%
PPAR gamma	+	0.7029	70.29%
Honey bee toxicity	-	0.8289	82.89%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9964	99.64%

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	98.32%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.17%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.87%	97.25%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	94.71%	90.71%
CHEMBL2581	P07339	Cathepsin D	93.94%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.14%	89.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	91.04%	96.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.53%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.48%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.80%	99.15%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.68%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.92%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.75%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.03%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.57%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	85.53%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.67%	99.23%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.17%	93.40%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.11%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.49%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	80.68%	91.19%

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.

Myristica fragrans

Rosmarinus officinalis