[(1S,2S,5R,7R,8S,10S,11R)-7-acetyloxy-9-hydroxy-12,12-dimethyl-6-methylidene-15-oxo-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadec-13-en-10-yl] acetate

Details

• Internal ID: 7c7755b2-f069-49ad-a42b-d934d5b34c40
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: [(1S,2S,5R,7R,8S,10S,11R)-7-acetyloxy-9-hydroxy-12,12-dimethyl-6-methylidene-15-oxo-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadec-13-en-10-yl] acetate
• SMILES (Canonical): CC(=O)OC1C2C(C=CC(=O)C23COC1(C45C3CCC(C4)C(=C)C5OC(=O)C)O)(C)C
• SMILES (Isomeric): CC(=O)O[C@H]1[C@H]2[C@@]3(COC1([C@]45[C@H]3CC[C@H](C4)C(=C)[C@H]5OC(=O)C)O)C(=O)C=CC2(C)C
• InChI: InChI=1S/C24H30O7/c1-12-15-6-7-16-22-11-29-24(28,23(16,10-15)19(12)30-13(2)25)20(31-14(3)26)18(22)21(4,5)9-8-17(22)27/h8-9,15-16,18-20,28H,1,6-7,10-11H2,2-5H3/t15-,16+,18-,19-,20+,22-,23+,24?/m1/s1
• InChI Key: VIZWMBLJPXPZSQ-ZLRSNARGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₀O₇
• Molecular Weight: 430.50 g/mol
• Exact Mass: 430.19915329 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.32
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 51419-51-3

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9362	93.62%
Caco-2	-	0.6378	63.78%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8498	84.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8771	87.71%
OATP1B3 inhibitior	+	0.8880	88.80%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.5276	52.76%
BSEP inhibitior	+	0.6484	64.84%
P-glycoprotein inhibitior	+	0.6021	60.21%
P-glycoprotein substrate	-	0.6280	62.80%
CYP3A4 substrate	+	0.6820	68.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8856	88.56%
CYP3A4 inhibition	-	0.8147	81.47%
CYP2C9 inhibition	-	0.5590	55.90%
CYP2C19 inhibition	-	0.6606	66.06%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.5918	59.18%
CYP2C8 inhibition	+	0.4701	47.01%
CYP inhibitory promiscuity	-	0.8648	86.48%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6771	67.71%
Eye corrosion	-	0.9831	98.31%
Eye irritation	-	0.8937	89.37%
Skin irritation	-	0.6212	62.12%
Skin corrosion	-	0.9394	93.94%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6205	62.05%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.5522	55.22%
skin sensitisation	-	0.7692	76.92%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.7465	74.65%
Acute Oral Toxicity (c)	III	0.4596	45.96%
Estrogen receptor binding	+	0.8503	85.03%
Androgen receptor binding	+	0.6825	68.25%
Thyroid receptor binding	+	0.6225	62.25%
Glucocorticoid receptor binding	+	0.8048	80.48%
Aromatase binding	+	0.5499	54.99%
PPAR gamma	+	0.6060	60.60%
Honey bee toxicity	-	0.7487	74.87%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5250	52.50%
Fish aquatic toxicity	+	0.9917	99.17%

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	96.87%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.70%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	94.64%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.59%	97.25%
CHEMBL2581	P07339	Cathepsin D	93.28%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	89.73%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.13%	97.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.95%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.88%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.99%	95.89%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.94%	91.24%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.27%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.89%	97.09%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.45%	97.28%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.00%	95.56%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	82.61%	80.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.73%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.70%	92.94%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.09%	93.00%

Plants that contains it

• Isodon longitubus

Cross-Links

• PubChem: 102004472
• NPASS: NPC279598