7-acetyloxy-8-hydroxy-5a,8-dimethyl-3-propan-2-yl-2,3,4,5,6,7,10a,10b-octahydro-1H-cyclohepta[g]indene-3a-carboxylic acid

Details

• Internal ID: 7edda4c4-ed9d-42ad-b150-46d1449eced0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Valparane and mulinane diterpenoids
• IUPAC Name: 7-acetyloxy-8-hydroxy-5a,8-dimethyl-3-propan-2-yl-2,3,4,5,6,7,10a,10b-octahydro-1H-cyclohepta[g]indene-3a-carboxylic acid
• InChI: InChI=1S/C22H34O5/c1-13(2)15-6-7-17-16-8-9-21(5,26)18(27-14(3)23)12-20(16,4)10-11-22(15,17)19(24)25/h8-9,13,15-18,26H,6-7,10-12H2,1-5H3,(H,24,25)
• InChI Key: JJIIOGRIIJVYAS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₅
• Molecular Weight: 378.50 g/mol
• Exact Mass: 378.24062418 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.80
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9751	97.51%
Caco-2	-	0.5477	54.77%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8572	85.72%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8971	89.71%
OATP1B3 inhibitior	+	0.8360	83.60%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8321	83.21%
BSEP inhibitior	-	0.5657	56.57%
P-glycoprotein inhibitior	-	0.7249	72.49%
P-glycoprotein substrate	-	0.6849	68.49%
CYP3A4 substrate	+	0.6542	65.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8912	89.12%
CYP3A4 inhibition	-	0.8037	80.37%
CYP2C9 inhibition	-	0.7870	78.70%
CYP2C19 inhibition	-	0.8131	81.31%
CYP2D6 inhibition	-	0.9592	95.92%
CYP1A2 inhibition	-	0.6690	66.90%
CYP2C8 inhibition	-	0.7628	76.28%
CYP inhibitory promiscuity	-	0.9652	96.52%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6713	67.13%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9377	93.77%
Skin irritation	+	0.5569	55.69%
Skin corrosion	-	0.9438	94.38%
Ames mutagenesis	-	0.6872	68.72%
Human Ether-a-go-go-Related Gene inhibition	-	0.6553	65.53%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.6254	62.54%
skin sensitisation	-	0.7371	73.71%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.4773	47.73%
Acute Oral Toxicity (c)	III	0.4766	47.66%
Estrogen receptor binding	+	0.7528	75.28%
Androgen receptor binding	+	0.6220	62.20%
Thyroid receptor binding	+	0.6571	65.71%
Glucocorticoid receptor binding	+	0.8244	82.44%
Aromatase binding	+	0.6590	65.90%
PPAR gamma	-	0.5169	51.69%
Honey bee toxicity	-	0.7631	76.31%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9952	99.52%

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	98.04%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.78%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	93.34%	96.38%
CHEMBL221	P23219	Cyclooxygenase-1	93.20%	90.17%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	93.05%	96.09%
CHEMBL284	P27487	Dipeptidyl peptidase IV	92.39%	95.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.12%	91.11%
CHEMBL2179	P04062	Beta-glucocerebrosidase	89.60%	85.31%
CHEMBL340	P08684	Cytochrome P450 3A4	88.93%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.61%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.60%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.54%	99.23%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	84.19%	99.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.89%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.60%	91.07%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.94%	91.03%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.90%	97.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.73%	93.56%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.05%	89.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.85%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.82%	95.89%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.15%	93.03%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.02%	94.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.20%	97.25%

Plants that contains it

• Azorella prolifera

Cross-Links

• PubChem: 78200748
• LOTUS: LTS0233109
• wikiData: Q105129673