3,12-Dihydroxy-4-methoxy-11,11-dimethyl-5-propan-2-yl-13-oxatetracyclo[10.2.2.01,10.02,7]hexadeca-2,4,6-trien-8-one

Details

• Internal ID: ba90a24e-34d9-43a3-9633-590e8e4cafb1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 3,12-dihydroxy-4-methoxy-11,11-dimethyl-5-propan-2-yl-13-oxatetracyclo[10.2.2.01,10.02,7]hexadeca-2,4,6-trien-8-one
• SMILES (Canonical): CC(C)C1=C(C(=C2C(=C1)C(=O)CC3C24CCC(C3(C)C)(OC4)O)O)OC
• SMILES (Isomeric): CC(C)C1=C(C(=C2C(=C1)C(=O)CC3C24CCC(C3(C)C)(OC4)O)O)OC
• InChI: InChI=1S/C21H28O5/c1-11(2)12-8-13-14(22)9-15-19(3,4)21(24)7-6-20(15,10-26-21)16(13)17(23)18(12)25-5/h8,11,15,23-24H,6-7,9-10H2,1-5H3
• InChI Key: SUDWEJIYLMEIED-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₅
• Molecular Weight: 360.40 g/mol
• Exact Mass: 360.19367399 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.50
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9639	96.39%
Caco-2	+	0.5626	56.26%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8677	86.77%
OATP2B1 inhibitior	-	0.8605	86.05%
OATP1B1 inhibitior	+	0.8787	87.87%
OATP1B3 inhibitior	+	0.8945	89.45%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8042	80.42%
BSEP inhibitior	-	0.4687	46.87%
P-glycoprotein inhibitior	-	0.8001	80.01%
P-glycoprotein substrate	-	0.6331	63.31%
CYP3A4 substrate	+	0.6572	65.72%
CYP2C9 substrate	-	0.7950	79.50%
CYP2D6 substrate	-	0.7951	79.51%
CYP3A4 inhibition	-	0.7704	77.04%
CYP2C9 inhibition	-	0.8299	82.99%
CYP2C19 inhibition	-	0.7666	76.66%
CYP2D6 inhibition	-	0.9043	90.43%
CYP1A2 inhibition	+	0.7491	74.91%
CYP2C8 inhibition	-	0.6061	60.61%
CYP inhibitory promiscuity	-	0.9363	93.63%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.7053	70.53%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.7768	77.68%
Skin irritation	-	0.7672	76.72%
Skin corrosion	-	0.9608	96.08%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6853	68.53%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.5530	55.30%
skin sensitisation	-	0.9005	90.05%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6027	60.27%
Acute Oral Toxicity (c)	III	0.5501	55.01%
Estrogen receptor binding	+	0.8060	80.60%
Androgen receptor binding	+	0.5705	57.05%
Thyroid receptor binding	+	0.6806	68.06%
Glucocorticoid receptor binding	+	0.7105	71.05%
Aromatase binding	+	0.7423	74.23%
PPAR gamma	+	0.7222	72.22%
Honey bee toxicity	-	0.7417	74.17%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9453	94.53%

Targets

Proven Targets:

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	99.23%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.62%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.47%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.23%	99.15%
CHEMBL2581	P07339	Cathepsin D	95.13%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.61%	96.77%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.10%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.92%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.43%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.07%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.77%	90.71%
CHEMBL1937	Q92769	Histone deacetylase 2	89.77%	94.75%
CHEMBL2535	P11166	Glucose transporter	88.45%	98.75%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.43%	96.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.30%	95.89%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	84.01%	85.11%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.59%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.32%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.28%	95.56%
CHEMBL1907	P15144	Aminopeptidase N	82.23%	93.31%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.21%	82.69%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.75%	97.25%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.65%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.60%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.87%	93.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.49%	92.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.44%	97.09%

Plants that contains it

• Taxus baccata

Cross-Links

• PubChem: 13968329
• LOTUS: LTS0085926
• wikiData: Q105260845