(2S,4aS,4bS,7R)-2,4b,7-trihydroxy-8,8-dimethyl-1,2,3,4,4a,5,6,7,8a,9-decahydrophenanthrene-1-carboxylic acid

Details

• Internal ID: 72fe88d0-079b-44d8-a813-51e6d123fee2
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids > 3-hydroxysteroids > 3-alpha-hydroxysteroids
• IUPAC Name: (2S,4aS,4bS,7R)-2,4b,7-trihydroxy-8,8-dimethyl-1,2,3,4,4a,5,6,7,8a,9-decahydrophenanthrene-1-carboxylic acid
• InChI: InChI=1S/C17H26O5/c1-16(2)12-6-3-9-10(17(12,22)8-7-13(16)19)4-5-11(18)14(9)15(20)21/h3,10-14,18-19,22H,4-8H2,1-2H3,(H,20,21)/t10-,11-,12?,13+,14?,17-/m0/s1
• InChI Key: JVSLBSRFOFQNDC-DREJCDQOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₅
• Molecular Weight: 310.40 g/mol
• Exact Mass: 310.17802393 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.32
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9880	98.80%
Caco-2	-	0.5685	56.85%
Blood Brain Barrier	-	0.6867	68.67%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8569	85.69%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.9219	92.19%
OATP1B3 inhibitior	-	0.3167	31.67%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6728	67.28%
BSEP inhibitior	-	0.9125	91.25%
P-glycoprotein inhibitior	-	0.9339	93.39%
P-glycoprotein substrate	-	0.8915	89.15%
CYP3A4 substrate	+	0.5898	58.98%
CYP2C9 substrate	-	0.8151	81.51%
CYP2D6 substrate	-	0.8662	86.62%
CYP3A4 inhibition	-	0.9116	91.16%
CYP2C9 inhibition	-	0.8866	88.66%
CYP2C19 inhibition	-	0.9105	91.05%
CYP2D6 inhibition	-	0.9267	92.67%
CYP1A2 inhibition	-	0.8804	88.04%
CYP2C8 inhibition	-	0.8469	84.69%
CYP inhibitory promiscuity	-	0.9211	92.11%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6303	63.03%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9505	95.05%
Skin irritation	+	0.5221	52.21%
Skin corrosion	-	0.9383	93.83%
Ames mutagenesis	-	0.8870	88.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5829	58.29%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.6334	63.34%
skin sensitisation	-	0.6040	60.40%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.6629	66.29%
Acute Oral Toxicity (c)	I	0.6550	65.50%
Estrogen receptor binding	+	0.7794	77.94%
Androgen receptor binding	+	0.5742	57.42%
Thyroid receptor binding	+	0.6449	64.49%
Glucocorticoid receptor binding	+	0.7017	70.17%
Aromatase binding	-	0.5576	55.76%
PPAR gamma	-	0.6054	60.54%
Honey bee toxicity	-	0.9322	93.22%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9891	98.91%

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	88.98%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.76%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.03%	100.00%
CHEMBL2581	P07339	Cathepsin D	84.95%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.58%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.13%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	81.73%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.67%	94.45%

Plants that contains it

• Brickellia vernicosa

Cross-Links

• PubChem: 162817292
• LOTUS: LTS0263695
• wikiData: Q105135929