(2,4,10,15-Tetrahydroxy-5,5,10,15-tetramethyl-7-oxapentacyclo[12.2.1.01,11.04,9.06,8]heptadecan-3-yl) acetate

Details

• Internal ID: b08a99b8-c99e-403d-8e2e-fe18b082a431
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Grayanoids
• IUPAC Name: (2,4,10,15-tetrahydroxy-5,5,10,15-tetramethyl-7-oxapentacyclo[12.2.1.01,11.04,9.06,8]heptadecan-3-yl) acetate
• SMILES (Canonical): CC(=O)OC1C(C23CC(CCC2C(C4C1(C(C5C4O5)(C)C)O)(C)O)C(C3)(C)O)O
• SMILES (Isomeric): CC(=O)OC1C(C23CC(CCC2C(C4C1(C(C5C4O5)(C)C)O)(C)O)C(C3)(C)O)O
• InChI: InChI=1S/C22H34O7/c1-10(23)28-17-15(24)21-8-11(19(4,25)9-21)6-7-12(21)20(5,26)14-13-16(29-13)18(2,3)22(14,17)27/h11-17,24-27H,6-9H2,1-5H3
• InChI Key: ASDPUXKPNOGLSZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₇
• Molecular Weight: 410.50 g/mol
• Exact Mass: 410.23045342 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.76
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8942	89.42%
Caco-2	-	0.7157	71.57%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6242	62.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9119	91.19%
OATP1B3 inhibitior	+	0.9247	92.47%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8321	83.21%
BSEP inhibitior	-	0.8671	86.71%
P-glycoprotein inhibitior	-	0.7880	78.80%
P-glycoprotein substrate	-	0.6987	69.87%
CYP3A4 substrate	+	0.6600	66.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8445	84.45%
CYP3A4 inhibition	-	0.6583	65.83%
CYP2C9 inhibition	-	0.6929	69.29%
CYP2C19 inhibition	-	0.7420	74.20%
CYP2D6 inhibition	-	0.9406	94.06%
CYP1A2 inhibition	-	0.6856	68.56%
CYP2C8 inhibition	-	0.6921	69.21%
CYP inhibitory promiscuity	-	0.9624	96.24%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7079	70.79%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9478	94.78%
Skin irritation	-	0.5697	56.97%
Skin corrosion	-	0.9093	90.93%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5646	56.46%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8447	84.47%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.6660	66.60%
Acute Oral Toxicity (c)	III	0.3734	37.34%
Estrogen receptor binding	+	0.8514	85.14%
Androgen receptor binding	+	0.6037	60.37%
Thyroid receptor binding	+	0.6061	60.61%
Glucocorticoid receptor binding	+	0.6437	64.37%
Aromatase binding	+	0.7120	71.20%
PPAR gamma	+	0.5951	59.51%
Honey bee toxicity	-	0.7959	79.59%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6205	62.05%
Fish aquatic toxicity	+	0.9383	93.83%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.18%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.01%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.89%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.65%	96.77%
CHEMBL340	P08684	Cytochrome P450 3A4	87.97%	91.19%
CHEMBL2581	P07339	Cathepsin D	86.58%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.67%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.26%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.02%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.26%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.71%	95.89%

Plants that contains it

• Dioscorea communis
• Lyonia ovalifolia
• Solanum dulcamara
• Solanum lycopersicum

Cross-Links

• PubChem: 10386869
• NPASS: NPC18861
• LOTUS: LTS0226540
• wikiData: Q104917759