[(1S,2R,4S,9R,10S,13S,16R)-16-hydroxy-5,5,9-trimethyl-14-methylidene-6,15-dioxo-2-tetracyclo[11.2.1.01,10.04,9]hexadec-7-enyl] acetate

Details

• Internal ID: 5a610adb-505b-4900-80ba-c73015b24f4e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: [(1S,2R,4S,9R,10S,13S,16R)-16-hydroxy-5,5,9-trimethyl-14-methylidene-6,15-dioxo-2-tetracyclo[11.2.1.01,10.04,9]hexadec-7-enyl] acetate
• SMILES (Canonical): CC(=O)OC1CC2C(C(=O)C=CC2(C3C14C(C(CC3)C(=C)C4=O)O)C)(C)C
• SMILES (Isomeric): CC(=O)O[C@@H]1C[C@H]2[C@@](C=CC(=O)C2(C)C)([C@H]3[C@]14[C@@H]([C@@H](CC3)C(=C)C4=O)O)C
• InChI: InChI=1S/C22H28O5/c1-11-13-6-7-14-21(5)9-8-16(24)20(3,4)15(21)10-17(27-12(2)23)22(14,18(11)25)19(13)26/h8-9,13-15,17,19,26H,1,6-7,10H2,2-5H3/t13-,14-,15+,17+,19+,21-,22-/m0/s1
• InChI Key: VJXVVVRBIXYHON-KEXKRWMXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈O₅
• Molecular Weight: 372.50 g/mol
• Exact Mass: 372.19367399 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.62
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

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	+	0.6044	60.44%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8250	82.50%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8224	82.24%
OATP1B3 inhibitior	-	0.4486	44.86%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6321	63.21%
BSEP inhibitior	-	0.6874	68.74%
P-glycoprotein inhibitior	-	0.6376	63.76%
P-glycoprotein substrate	-	0.7540	75.40%
CYP3A4 substrate	+	0.6637	66.37%
CYP2C9 substrate	-	0.8080	80.80%
CYP2D6 substrate	-	0.8913	89.13%
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	-	0.5917	59.17%
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	-	0.9488	94.88%
Skin irritation	+	0.5373	53.73%
Skin corrosion	-	0.9231	92.31%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6727	67.27%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.6092	60.92%
skin sensitisation	-	0.6316	63.16%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6366	63.66%
Acute Oral Toxicity (c)	III	0.3710	37.10%
Estrogen receptor binding	+	0.8164	81.64%
Androgen receptor binding	+	0.5651	56.51%
Thyroid receptor binding	+	0.6626	66.26%
Glucocorticoid receptor binding	+	0.6790	67.90%
Aromatase binding	-	0.5141	51.41%
PPAR gamma	+	0.7004	70.04%
Honey bee toxicity	-	0.7826	78.26%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
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	97.03%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.96%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.50%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.12%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.60%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	90.43%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.33%	95.56%
CHEMBL2581	P07339	Cathepsin D	85.07%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.54%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.01%	95.89%

Plants that contains it

• Isodon liangshanicus

Cross-Links

• PubChem: 163018531
• LOTUS: LTS0230496
• wikiData: Q105287580