2-[(1S,4aS,10aS)-7-(2-hydroxypropan-2-yl)-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]acetic acid

Details

• Internal ID: 387d9a44-55cd-49a8-9d9d-4f2a1f6bc83e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 2-[(1S,4aS,10aS)-7-(2-hydroxypropan-2-yl)-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]acetic acid
• SMILES (Canonical): CC1(CCCC2(C1CCC3=C2C=CC(=C3)C(C)(C)O)C)CC(=O)O
• SMILES (Isomeric): C[C@]1(CCC[C@]2([C@H]1CCC3=C2C=CC(=C3)C(C)(C)O)C)CC(=O)O
• InChI: InChI=1S/C21H30O3/c1-19(2,24)15-7-8-16-14(12-15)6-9-17-20(3,13-18(22)23)10-5-11-21(16,17)4/h7-8,12,17,24H,5-6,9-11,13H2,1-4H3,(H,22,23)/t17-,20-,21+/m0/s1
• InChI Key: QMTZBWPBIQZLBJ-DZFGPLHGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₃
• Molecular Weight: 330.50 g/mol
• Exact Mass: 330.21949481 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.40
• 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	+	0.9945	99.45%
Caco-2	+	0.8461	84.61%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7466	74.66%
OATP2B1 inhibitior	-	0.8622	86.22%
OATP1B1 inhibitior	+	0.8505	85.05%
OATP1B3 inhibitior	+	0.9558	95.58%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7040	70.40%
P-glycoprotein inhibitior	-	0.8280	82.80%
P-glycoprotein substrate	-	0.7234	72.34%
CYP3A4 substrate	+	0.6055	60.55%
CYP2C9 substrate	-	0.6084	60.84%
CYP2D6 substrate	-	0.8493	84.93%
CYP3A4 inhibition	-	0.8763	87.63%
CYP2C9 inhibition	-	0.8702	87.02%
CYP2C19 inhibition	-	0.8954	89.54%
CYP2D6 inhibition	-	0.9237	92.37%
CYP1A2 inhibition	-	0.7663	76.63%
CYP2C8 inhibition	+	0.5762	57.62%
CYP inhibitory promiscuity	-	0.8492	84.92%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7811	78.11%
Carcinogenicity (trinary)	Non-required	0.7202	72.02%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.8650	86.50%
Skin irritation	-	0.6656	66.56%
Skin corrosion	-	0.9752	97.52%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4193	41.93%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.7839	78.39%
skin sensitisation	-	0.6420	64.20%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6765	67.65%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.9489	94.89%
Acute Oral Toxicity (c)	III	0.8096	80.96%
Estrogen receptor binding	+	0.6966	69.66%
Androgen receptor binding	+	0.6836	68.36%
Thyroid receptor binding	+	0.7331	73.31%
Glucocorticoid receptor binding	+	0.7293	72.93%
Aromatase binding	+	0.7859	78.59%
PPAR gamma	+	0.6994	69.94%
Honey bee toxicity	-	0.9340	93.40%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9927	99.27%

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	98.39%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.74%	97.25%
CHEMBL2581	P07339	Cathepsin D	96.28%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.49%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.29%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.90%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.12%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.90%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	82.43%	91.19%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.28%	93.04%
CHEMBL5028	O14672	ADAM10	80.66%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.63%	100.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.54%	96.38%

Plants that contains it

• Pinus luchuensis

Cross-Links

• PubChem: 44566201
• LOTUS: LTS0248187
• wikiData: Q105224149