13-Hydroxy-4,5-dimethoxy-12,12-dimethyl-6-propan-2-yltricyclo[9.4.0.03,8]pentadeca-1,3,5,7,10,14-hexaen-9-one

Details

• Internal ID: 97231952-518d-4136-b53c-5fb90b0f8a35
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 13-hydroxy-4,5-dimethoxy-12,12-dimethyl-6-propan-2-yltricyclo[9.4.0.03,8]pentadeca-1,3,5,7,10,14-hexaen-9-one
• SMILES (Canonical): CC(C)C1=C(C(=C2C=C3C=CC(C(C3=CC(=O)C2=C1)(C)C)O)OC)OC
• SMILES (Isomeric): CC(C)C1=C(C(=C2C=C3C=CC(C(C3=CC(=O)C2=C1)(C)C)O)OC)OC
• InChI: InChI=1S/C22H26O4/c1-12(2)14-10-15-16(21(26-6)20(14)25-5)9-13-7-8-19(24)22(3,4)17(13)11-18(15)23/h7-12,19,24H,1-6H3
• InChI Key: MXUPLQRDHTZMSF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆O₄
• Molecular Weight: 354.40 g/mol
• Exact Mass: 354.18310931 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.01
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	+	0.8689	86.89%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7989	79.89%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8769	87.69%
OATP1B3 inhibitior	+	0.9525	95.25%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8767	87.67%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.6496	64.96%
CYP3A4 substrate	+	0.6062	60.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7552	75.52%
CYP3A4 inhibition	+	0.8941	89.41%
CYP2C9 inhibition	-	0.6736	67.36%
CYP2C19 inhibition	+	0.6422	64.22%
CYP2D6 inhibition	-	0.8042	80.42%
CYP1A2 inhibition	+	0.6638	66.38%
CYP2C8 inhibition	-	0.8006	80.06%
CYP inhibitory promiscuity	-	0.5406	54.06%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9263	92.63%
Carcinogenicity (trinary)	Non-required	0.4957	49.57%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.6024	60.24%
Skin irritation	-	0.7478	74.78%
Skin corrosion	-	0.9671	96.71%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4834	48.34%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8505	85.05%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7446	74.46%
Acute Oral Toxicity (c)	III	0.6442	64.42%
Estrogen receptor binding	+	0.8626	86.26%
Androgen receptor binding	+	0.5309	53.09%
Thyroid receptor binding	+	0.6845	68.45%
Glucocorticoid receptor binding	+	0.5834	58.34%
Aromatase binding	+	0.8106	81.06%
PPAR gamma	+	0.7400	74.00%
Honey bee toxicity	-	0.7254	72.54%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9931	99.31%

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	98.73%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.87%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.65%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.57%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.51%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.43%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.53%	99.15%
CHEMBL2535	P11166	Glucose transporter	87.84%	98.75%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.46%	96.77%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.68%	91.07%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.64%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.36%	92.62%

Plants that contains it

• Taxus mairei

Cross-Links

• PubChem: 100952782
• LOTUS: LTS0094359
• wikiData: Q105174628