(1R,4aR,4bR,7S,10aR)-7-hydroxy-1,4a-dimethyl-2,3,4,4b,5,6,7,9,10,10a-decahydrophenanthrene-1-carboxylic acid

Details

• Internal ID: 786c8e6e-4d4f-4674-9908-095ada3e03f9
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
• IUPAC Name: (1R,4aR,4bR,7S,10aR)-7-hydroxy-1,4a-dimethyl-2,3,4,4b,5,6,7,9,10,10a-decahydrophenanthrene-1-carboxylic acid
• SMILES (Canonical): CC12CCCC(C1CCC3=CC(CCC23)O)(C)C(=O)O
• SMILES (Isomeric): C[C@]12CCC[C@@]([C@@H]1CCC3=C[C@H](CC[C@@H]23)O)(C)C(=O)O
• InChI: InChI=1S/C17H26O3/c1-16-8-3-9-17(2,15(19)20)14(16)7-4-11-10-12(18)5-6-13(11)16/h10,12-14,18H,3-9H2,1-2H3,(H,19,20)/t12-,13+,14+,16+,17+/m0/s1
• InChI Key: AUFVFAWYROKRCY-JYXJIEJFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₃
• Molecular Weight: 278.40 g/mol
• Exact Mass: 278.18819469 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.37
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9972	99.72%
Caco-2	+	0.8047	80.47%
Blood Brain Barrier	-	0.5145	51.45%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8318	83.18%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.8008	80.08%
OATP1B3 inhibitior	+	0.9655	96.55%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5331	53.31%
BSEP inhibitior	-	0.6168	61.68%
P-glycoprotein inhibitior	-	0.9300	93.00%
P-glycoprotein substrate	-	0.8891	88.91%
CYP3A4 substrate	+	0.5612	56.12%
CYP2C9 substrate	-	0.8404	84.04%
CYP2D6 substrate	-	0.8509	85.09%
CYP3A4 inhibition	-	0.8740	87.40%
CYP2C9 inhibition	-	0.8950	89.50%
CYP2C19 inhibition	-	0.9032	90.32%
CYP2D6 inhibition	-	0.9283	92.83%
CYP1A2 inhibition	-	0.8897	88.97%
CYP2C8 inhibition	-	0.8638	86.38%
CYP inhibitory promiscuity	-	0.9369	93.69%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5113	51.13%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9040	90.40%
Skin irritation	+	0.5114	51.14%
Skin corrosion	-	0.9570	95.70%
Ames mutagenesis	-	0.7654	76.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6515	65.15%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.6276	62.76%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8723	87.23%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7083	70.83%
Acute Oral Toxicity (c)	III	0.6974	69.74%
Estrogen receptor binding	+	0.5794	57.94%
Androgen receptor binding	-	0.5402	54.02%
Thyroid receptor binding	+	0.6188	61.88%
Glucocorticoid receptor binding	+	0.7423	74.23%
Aromatase binding	-	0.6117	61.17%
PPAR gamma	-	0.6024	60.24%
Honey bee toxicity	-	0.9441	94.41%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9892	98.92%

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	93.93%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	92.91%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.86%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.34%	91.11%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.77%	96.38%
CHEMBL221	P23219	Cyclooxygenase-1	85.50%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.25%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.32%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.91%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.80%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.80%	91.07%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.21%	100.00%

Plants that contains it

• Agathis macrophylla

Cross-Links

• PubChem: 162866495
• LOTUS: LTS0206776
• wikiData: Q104918898