5a-(Hydroxymethyl)-8-methyl-3-propan-2-yl-1,2,3,4,5,6,10a,10b-octahydrocyclohepta[g]indene-3a-carboxylic acid

Details

• Internal ID: e1837a1a-3929-4a46-9f36-6b8d4e23c177
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Valparane and mulinane diterpenoids
• IUPAC Name: 5a-(hydroxymethyl)-8-methyl-3-propan-2-yl-1,2,3,4,5,6,10a,10b-octahydrocyclohepta[g]indene-3a-carboxylic acid
• InChI: InChI=1S/C20H30O3/c1-13(2)15-6-7-17-16-5-4-14(3)8-9-19(16,12-21)10-11-20(15,17)18(22)23/h4-5,8,13,15-17,21H,6-7,9-12H2,1-3H3,(H,22,23)
• InChI Key: VSYVHDWPKRFEIM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.03
• H-Bond Acceptor: 2
• 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	+	0.9916	99.16%
Caco-2	+	0.6922	69.22%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6517	65.17%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.9059	90.59%
OATP1B3 inhibitior	+	0.8475	84.75%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5593	55.93%
BSEP inhibitior	-	0.6608	66.08%
P-glycoprotein inhibitior	-	0.8853	88.53%
P-glycoprotein substrate	-	0.5246	52.46%
CYP3A4 substrate	+	0.5739	57.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8860	88.60%
CYP3A4 inhibition	-	0.8913	89.13%
CYP2C9 inhibition	-	0.6473	64.73%
CYP2C19 inhibition	-	0.8267	82.67%
CYP2D6 inhibition	-	0.9019	90.19%
CYP1A2 inhibition	-	0.7628	76.28%
CYP2C8 inhibition	-	0.8770	87.70%
CYP inhibitory promiscuity	-	0.7063	70.63%
UGT catelyzed	-	0.7638	76.38%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6493	64.93%
Eye corrosion	-	0.9814	98.14%
Eye irritation	-	0.9622	96.22%
Skin irritation	-	0.6639	66.39%
Skin corrosion	-	0.9721	97.21%
Ames mutagenesis	-	0.6644	66.44%
Human Ether-a-go-go-Related Gene inhibition	-	0.6083	60.83%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.5315	53.15%
skin sensitisation	+	0.5188	51.88%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.6175	61.75%
Acute Oral Toxicity (c)	III	0.6044	60.44%
Estrogen receptor binding	+	0.7580	75.80%
Androgen receptor binding	+	0.5783	57.83%
Thyroid receptor binding	+	0.6444	64.44%
Glucocorticoid receptor binding	-	0.4674	46.74%
Aromatase binding	-	0.6982	69.82%
PPAR gamma	-	0.5156	51.56%
Honey bee toxicity	-	0.9166	91.66%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.44%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.09%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.86%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.24%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.91%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.13%	97.25%
CHEMBL5028	O14672	ADAM10	84.72%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.36%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.91%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.92%	90.71%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.12%	94.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.11%	96.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.03%	91.19%

Plants that contains it

• Azorella prolifera

Cross-Links

• PubChem: 85289767
• LOTUS: LTS0272986
• wikiData: Q105292610