(1R,8S,10S)-4-methoxy-11,11-dimethyl-5-propan-2-yl-16-oxatetracyclo[6.6.2.01,10.02,7]hexadeca-2,4,6-trien-15-one

Details

• Internal ID: 4f73a8e3-1559-4d92-aa6d-63252eb85350
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (1R,8S,10S)-4-methoxy-11,11-dimethyl-5-propan-2-yl-16-oxatetracyclo[6.6.2.01,10.02,7]hexadeca-2,4,6-trien-15-one
• SMILES (Canonical): CC(C)C1=C(C=C2C(=C1)C3CC4C2(CCCC4(C)C)C(=O)O3)OC
• SMILES (Isomeric): CC(C)C1=C(C=C2C(=C1)[C@@H]3C[C@@H]4[C@@]2(CCCC4(C)C)C(=O)O3)OC
• InChI: InChI=1S/C21H28O3/c1-12(2)13-9-14-15(10-16(13)23-5)21-8-6-7-20(3,4)18(21)11-17(14)24-19(21)22/h9-10,12,17-18H,6-8,11H2,1-5H3/t17-,18-,21-/m0/s1
• InChI Key: LTXWQSYUEDMABQ-WFXMLNOXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₃
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.20384475 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.88
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9931	99.31%
Caco-2	+	0.8701	87.01%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8176	81.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9032	90.32%
OATP1B3 inhibitior	+	0.9841	98.41%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.6313	63.13%
P-glycoprotein inhibitior	-	0.5852	58.52%
P-glycoprotein substrate	-	0.7676	76.76%
CYP3A4 substrate	+	0.6517	65.17%
CYP2C9 substrate	-	0.5788	57.88%
CYP2D6 substrate	-	0.6906	69.06%
CYP3A4 inhibition	-	0.7864	78.64%
CYP2C9 inhibition	-	0.7446	74.46%
CYP2C19 inhibition	-	0.5781	57.81%
CYP2D6 inhibition	-	0.9061	90.61%
CYP1A2 inhibition	-	0.5725	57.25%
CYP2C8 inhibition	-	0.7019	70.19%
CYP inhibitory promiscuity	-	0.9088	90.88%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6874	68.74%
Eye corrosion	-	0.9858	98.58%
Eye irritation	-	0.8924	89.24%
Skin irritation	-	0.7276	72.76%
Skin corrosion	-	0.9625	96.25%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4154	41.54%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.5534	55.34%
skin sensitisation	-	0.8580	85.80%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.6884	68.84%
Acute Oral Toxicity (c)	IV	0.5076	50.76%
Estrogen receptor binding	+	0.7417	74.17%
Androgen receptor binding	+	0.5707	57.07%
Thyroid receptor binding	+	0.7412	74.12%
Glucocorticoid receptor binding	+	0.6452	64.52%
Aromatase binding	-	0.4927	49.27%
PPAR gamma	+	0.8258	82.58%
Honey bee toxicity	-	0.6852	68.52%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9873	98.73%

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	96.61%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.64%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.40%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.72%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.28%	85.14%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.47%	97.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.24%	95.56%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.30%	96.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.56%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.08%	96.77%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.04%	92.62%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.73%	90.71%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.39%	93.99%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.19%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.72%	97.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.63%	91.07%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.72%	89.50%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	83.60%	96.86%
CHEMBL1937	Q92769	Histone deacetylase 2	82.74%	94.75%
CHEMBL2535	P11166	Glucose transporter	81.71%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.48%	94.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.82%	82.38%
CHEMBL2581	P07339	Cathepsin D	80.35%	98.95%

Plants that contains it

• Chamaecyparis formosensis

Cross-Links

• PubChem: 101685144
• LOTUS: LTS0058591
• wikiData: Q105157269