(1S,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-14-one

Details

• Internal ID: ff1eaf4d-ba2c-49d2-b9e6-22a407f2eb2c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1S,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-14-one
• SMILES (Canonical): CC(C)C1=C(C=C2C(=C1)C3CC4C2(CO3)C(=O)CCC4(C)C)OC
• SMILES (Isomeric): CC(C)C1=C(C=C2C(=C1)[C@@H]3C[C@@H]4[C@]2(CO3)C(=O)CCC4(C)C)OC
• InChI: InChI=1S/C21H28O3/c1-12(2)13-8-14-15(9-16(13)23-5)21-11-24-17(14)10-18(21)20(3,4)7-6-19(21)22/h8-9,12,17-18H,6-7,10-11H2,1-5H3/t17-,18-,21+/m0/s1
• InChI Key: XKUCHACUVXUVER-BBTUJRGHSA-N
• Popularity: 1 reference 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: 3.70
• Atomic LogP (AlogP): 4.54
• 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	+	0.9954	99.54%
Caco-2	+	0.8395	83.95%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8584	85.84%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8985	89.85%
OATP1B3 inhibitior	+	0.9795	97.95%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.5222	52.22%
P-glycoprotein inhibitior	-	0.6149	61.49%
P-glycoprotein substrate	-	0.6969	69.69%
CYP3A4 substrate	+	0.6604	66.04%
CYP2C9 substrate	-	0.6103	61.03%
CYP2D6 substrate	+	0.3496	34.96%
CYP3A4 inhibition	-	0.7969	79.69%
CYP2C9 inhibition	-	0.6443	64.43%
CYP2C19 inhibition	+	0.6046	60.46%
CYP2D6 inhibition	-	0.8913	89.13%
CYP1A2 inhibition	+	0.7764	77.64%
CYP2C8 inhibition	+	0.5120	51.20%
CYP inhibitory promiscuity	-	0.8602	86.02%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6506	65.06%
Eye corrosion	-	0.9843	98.43%
Eye irritation	-	0.9071	90.71%
Skin irritation	-	0.8309	83.09%
Skin corrosion	-	0.9745	97.45%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4273	42.73%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5404	54.04%
skin sensitisation	-	0.8464	84.64%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.5802	58.02%
Acute Oral Toxicity (c)	III	0.5250	52.50%
Estrogen receptor binding	+	0.7130	71.30%
Androgen receptor binding	+	0.5556	55.56%
Thyroid receptor binding	+	0.7194	71.94%
Glucocorticoid receptor binding	+	0.6749	67.49%
Aromatase binding	-	0.5060	50.60%
PPAR gamma	+	0.8270	82.70%
Honey bee toxicity	-	0.6393	63.93%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9689	96.89%

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	97.72%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.59%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.20%	85.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	93.26%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.70%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.17%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.27%	92.62%
CHEMBL1937	Q92769	Histone deacetylase 2	90.36%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.23%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.33%	97.14%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.31%	96.38%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.15%	94.00%
CHEMBL4302	P08183	P-glycoprotein 1	87.92%	92.98%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.51%	96.77%
CHEMBL284	P27487	Dipeptidyl peptidase IV	87.41%	95.69%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	87.09%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.41%	86.33%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.95%	93.40%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.84%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.59%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.25%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.02%	82.69%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.00%	89.50%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.48%	97.33%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.16%	95.71%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.07%	85.11%

Plants that contains it

• Salvia bracteata

Cross-Links

• PubChem: 101006066
• LOTUS: LTS0114048
• wikiData: Q105329710