[(1R,2R,4S,6S,8S,9R,10R,13S,16R)-6,8-diacetyloxy-16-hydroxy-5,5,9-trimethyl-14-methylidene-15-oxo-2-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] acetate

Details

• Internal ID: b9cb3107-da2a-411c-92a6-0024edbd94ce
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: [(1R,2R,4S,6S,8S,9R,10R,13S,16R)-6,8-diacetyloxy-16-hydroxy-5,5,9-trimethyl-14-methylidene-15-oxo-2-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] acetate
• InChI: InChI=1S/C26H36O8/c1-12-16-8-9-17-25(7)18(10-21(34-15(4)29)26(17,22(12)30)23(16)31)24(5,6)19(32-13(2)27)11-20(25)33-14(3)28/h16-21,23,31H,1,8-11H2,2-7H3/t16-,17+,18-,19-,20-,21+,23+,25-,26+/m0/s1
• InChI Key: IGIRRJKMVYDPHK-KMOCTKRQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₆O₈
• Molecular Weight: 476.60 g/mol
• Exact Mass: 476.24101810 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.75
• H-Bond Acceptor: 8
• 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	+	0.9881	98.81%
Caco-2	-	0.6914	69.14%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8250	82.50%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9016	90.16%
OATP1B3 inhibitior	-	0.4486	44.86%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6321	63.21%
BSEP inhibitior	-	0.6364	63.64%
P-glycoprotein inhibitior	+	0.5959	59.59%
P-glycoprotein substrate	-	0.8336	83.36%
CYP3A4 substrate	+	0.6464	64.64%
CYP2C9 substrate	-	0.7947	79.47%
CYP2D6 substrate	-	0.8731	87.31%
CYP3A4 inhibition	-	0.8985	89.85%
CYP2C9 inhibition	-	0.7365	73.65%
CYP2C19 inhibition	-	0.7754	77.54%
CYP2D6 inhibition	-	0.9440	94.40%
CYP1A2 inhibition	-	0.6531	65.31%
CYP2C8 inhibition	+	0.4784	47.84%
CYP inhibitory promiscuity	-	0.9183	91.83%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6280	62.80%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.8522	85.22%
Skin irritation	+	0.5373	53.73%
Skin corrosion	-	0.9231	92.31%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4657	46.57%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5092	50.92%
skin sensitisation	-	0.6316	63.16%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5102	51.02%
Acute Oral Toxicity (c)	III	0.3710	37.10%
Estrogen receptor binding	+	0.7831	78.31%
Androgen receptor binding	-	0.4824	48.24%
Thyroid receptor binding	+	0.5854	58.54%
Glucocorticoid receptor binding	+	0.7201	72.01%
Aromatase binding	+	0.7058	70.58%
PPAR gamma	+	0.7242	72.42%
Honey bee toxicity	-	0.6056	60.56%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9962	99.62%

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	95.28%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.96%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	93.55%	91.19%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.11%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.86%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.32%	97.09%
CHEMBL2581	P07339	Cathepsin D	89.64%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.88%	92.94%
CHEMBL4040	P28482	MAP kinase ERK2	85.69%	83.82%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.83%	95.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.50%	96.77%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.07%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.12%	93.00%

Plants that contains it

• Isodon shikokianus

Cross-Links

• PubChem: 162845174
• LOTUS: LTS0079173
• wikiData: Q105112659