[(1S,4R,6S,8S,9S,10R,11S,13S,15R)-6,8,15-triacetyloxy-5,5,9-trimethyl-14-methylidene-3-oxo-11-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] acetate

Details

• Internal ID: eb5739d3-9dec-493f-8fb3-2f7011cc76f5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: [(1S,4R,6S,8S,9S,10R,11S,13S,15R)-6,8,15-triacetyloxy-5,5,9-trimethyl-14-methylidene-3-oxo-11-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] acetate
• SMILES (Canonical): CC(=O)OC1CC2CC3(C1C4(C(CC(C(C4C(=O)C3)(C)C)OC(=O)C)OC(=O)C)C)C(C2=C)OC(=O)C
• SMILES (Isomeric): CC(=O)O[C@H]1C[C@@H]2C[C@]3([C@@H]1[C@@]4([C@H](C[C@@H](C([C@H]4C(=O)C3)(C)C)OC(=O)C)OC(=O)C)C)[C@@H](C2=C)OC(=O)C
• InChI: InChI=1S/C28H38O9/c1-13-18-9-20(34-14(2)29)24-27(8)22(36-16(4)31)10-21(35-15(3)30)26(6,7)23(27)19(33)12-28(24,11-18)25(13)37-17(5)32/h18,20-25H,1,9-12H2,2-8H3/t18-,20+,21+,22+,23-,24+,25-,27-,28+/m1/s1
• InChI Key: HJVZODUKGZYRNN-ULMPZENDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₈O₉
• Molecular Weight: 518.60 g/mol
• Exact Mass: 518.25158279 g/mol
• Topological Polar Surface Area (TPSA): 122.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.32
• H-Bond Acceptor: 9
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9951	99.51%
Caco-2	-	0.6943	69.43%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6929	69.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9046	90.46%
OATP1B3 inhibitior	+	0.8043	80.43%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7549	75.49%
P-glycoprotein inhibitior	+	0.8083	80.83%
P-glycoprotein substrate	-	0.6193	61.93%
CYP3A4 substrate	+	0.6775	67.75%
CYP2C9 substrate	-	0.8009	80.09%
CYP2D6 substrate	-	0.8510	85.10%
CYP3A4 inhibition	-	0.6692	66.92%
CYP2C9 inhibition	-	0.8300	83.00%
CYP2C19 inhibition	-	0.7411	74.11%
CYP2D6 inhibition	-	0.9529	95.29%
CYP1A2 inhibition	-	0.8095	80.95%
CYP2C8 inhibition	-	0.7120	71.20%
CYP inhibitory promiscuity	-	0.8146	81.46%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8913	89.13%
Carcinogenicity (trinary)	Non-required	0.5820	58.20%
Eye corrosion	-	0.9833	98.33%
Eye irritation	-	0.8349	83.49%
Skin irritation	-	0.5620	56.20%
Skin corrosion	-	0.9483	94.83%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5557	55.57%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.6158	61.58%
skin sensitisation	+	0.5170	51.70%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.8020	80.20%
Acute Oral Toxicity (c)	III	0.4609	46.09%
Estrogen receptor binding	+	0.8532	85.32%
Androgen receptor binding	+	0.6617	66.17%
Thyroid receptor binding	+	0.6114	61.14%
Glucocorticoid receptor binding	+	0.7771	77.71%
Aromatase binding	+	0.7162	71.62%
PPAR gamma	+	0.7283	72.83%
Honey bee toxicity	-	0.6325	63.25%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.66%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.46%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.38%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	91.15%	91.19%
CHEMBL2581	P07339	Cathepsin D	87.98%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.90%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.42%	82.69%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.84%	97.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.75%	92.94%

Plants that contains it

• Isodon inflexus

Cross-Links

• PubChem: 162852309
• LOTUS: LTS0198720
• wikiData: Q105029483