(1R,4aS,7S)-8-hydroxy-1,4a-dimethyl-7-propan-2-yl-2,3,4,5,6,7,8,9,10,10a-decahydrophenanthrene-1-carboxylic acid

Details

• Internal ID: af6db54e-7dc3-4cc9-820e-3a2c3ce033af
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1R,4aS,7S)-8-hydroxy-1,4a-dimethyl-7-propan-2-yl-2,3,4,5,6,7,8,9,10,10a-decahydrophenanthrene-1-carboxylic acid
• SMILES (Canonical): CC(C)C1CCC2=C(C1O)CCC3C2(CCCC3(C)C(=O)O)C
• SMILES (Isomeric): CC(C)[C@@H]1CCC2=C(C1O)CCC3[C@@]2(CCC[C@@]3(C)C(=O)O)C
• InChI: InChI=1S/C20H32O3/c1-12(2)13-6-8-15-14(17(13)21)7-9-16-19(15,3)10-5-11-20(16,4)18(22)23/h12-13,16-17,21H,5-11H2,1-4H3,(H,22,23)/t13-,16?,17?,19+,20+/m0/s1
• InChI Key: SXGCIBIVJREBBY-UVESLDCBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₃
• Molecular Weight: 320.50 g/mol
• Exact Mass: 320.23514488 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.40
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9966	99.66%
Caco-2	+	0.7305	73.05%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8611	86.11%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.8190	81.90%
OATP1B3 inhibitior	+	0.8729	87.29%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	-	0.4546	45.46%
P-glycoprotein inhibitior	-	0.7853	78.53%
P-glycoprotein substrate	-	0.8388	83.88%
CYP3A4 substrate	+	0.5678	56.78%
CYP2C9 substrate	-	0.8404	84.04%
CYP2D6 substrate	-	0.8509	85.09%
CYP3A4 inhibition	-	0.8630	86.30%
CYP2C9 inhibition	-	0.7710	77.10%
CYP2C19 inhibition	-	0.8097	80.97%
CYP2D6 inhibition	-	0.9281	92.81%
CYP1A2 inhibition	-	0.8039	80.39%
CYP2C8 inhibition	-	0.8278	82.78%
CYP inhibitory promiscuity	-	0.7964	79.64%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5925	59.25%
Eye corrosion	-	0.9936	99.36%
Eye irritation	-	0.8109	81.09%
Skin irritation	+	0.5477	54.77%
Skin corrosion	-	0.9712	97.12%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8257	82.57%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5967	59.67%
skin sensitisation	+	0.6768	67.68%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.5688	56.88%
Acute Oral Toxicity (c)	III	0.7742	77.42%
Estrogen receptor binding	+	0.6887	68.87%
Androgen receptor binding	+	0.5465	54.65%
Thyroid receptor binding	+	0.6741	67.41%
Glucocorticoid receptor binding	+	0.7094	70.94%
Aromatase binding	-	0.5347	53.47%
PPAR gamma	+	0.6813	68.13%
Honey bee toxicity	-	0.9353	93.53%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	91.58%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.94%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.16%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	87.68%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.19%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	85.45%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.08%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.47%	90.71%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.01%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.59%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.56%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.94%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.26%	95.89%

Plants that contains it

• Styrax benzoin

Cross-Links

• PubChem: 5321535
• NPASS: NPC225438