(1R,4R,5R,8R,9S,10S,11S,12S,13R)-8-hydroxy-5,9,14-trimethylpentacyclo[10.3.1.01,10.04,9.011,13]hexadec-14-ene-5-carboxylic acid

Details

• Internal ID: 83971303-bc8b-4034-9a04-9d56cc8a142b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Villanovane, atisane, trachylobane or helvifulvane diterpenoids > Atisane diterpenoids
• IUPAC Name: (1R,4R,5R,8R,9S,10S,11S,12S,13R)-8-hydroxy-5,9,14-trimethylpentacyclo[10.3.1.01,10.04,9.011,13]hexadec-14-ene-5-carboxylic acid
• InChI: InChI=1S/C20H28O3/c1-10-8-20-7-4-12-18(2,17(22)23)6-5-13(21)19(12,3)16(20)15-11(9-20)14(10)15/h8,11-16,21H,4-7,9H2,1-3H3,(H,22,23)/t11-,12+,13-,14-,15+,16-,18-,19-,20+/m1/s1
• InChI Key: LSWSPODOCUMJDU-VFJLXHFZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.48
• 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	+	0.9961	99.61%
Caco-2	+	0.6351	63.51%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7399	73.99%
OATP2B1 inhibitior	-	0.8656	86.56%
OATP1B1 inhibitior	+	0.8931	89.31%
OATP1B3 inhibitior	+	0.9249	92.49%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6750	67.50%
BSEP inhibitior	-	0.4533	45.33%
P-glycoprotein inhibitior	-	0.8050	80.50%
P-glycoprotein substrate	-	0.7279	72.79%
CYP3A4 substrate	+	0.6266	62.66%
CYP2C9 substrate	-	0.6653	66.53%
CYP2D6 substrate	-	0.8408	84.08%
CYP3A4 inhibition	-	0.8087	80.87%
CYP2C9 inhibition	-	0.7986	79.86%
CYP2C19 inhibition	-	0.8594	85.94%
CYP2D6 inhibition	-	0.9486	94.86%
CYP1A2 inhibition	-	0.7806	78.06%
CYP2C8 inhibition	-	0.6568	65.68%
CYP inhibitory promiscuity	-	0.8913	89.13%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5364	53.64%
Eye corrosion	-	0.9955	99.55%
Eye irritation	-	0.9645	96.45%
Skin irritation	+	0.6601	66.01%
Skin corrosion	-	0.9506	95.06%
Ames mutagenesis	-	0.7583	75.83%
Human Ether-a-go-go-Related Gene inhibition	-	0.5079	50.79%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.6140	61.40%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	+	0.5625	56.25%
Acute Oral Toxicity (c)	III	0.5565	55.65%
Estrogen receptor binding	+	0.8298	82.98%
Androgen receptor binding	+	0.6469	64.69%
Thyroid receptor binding	+	0.6533	65.33%
Glucocorticoid receptor binding	+	0.8345	83.45%
Aromatase binding	+	0.7136	71.36%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8979	89.79%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9943	99.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	93.81%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.93%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.57%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.56%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.86%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.26%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.32%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 46907078
• LOTUS: LTS0020093
• wikiData: Q105156813