(1R,2S,9R,10S,11S,12S,13S,16S)-9,12-dihydroxy-2,6,10,16-tetramethyl-14-oxatetracyclo[11.2.1.02,11.05,10]hexadeca-4,6-diene-3,8,15-trione

Details

• Internal ID: 2f9c4561-8b08-475c-9fba-cc0829129022
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones
• IUPAC Name: (1R,2S,9R,10S,11S,12S,13S,16S)-9,12-dihydroxy-2,6,10,16-tetramethyl-14-oxatetracyclo[11.2.1.02,11.05,10]hexadeca-4,6-diene-3,8,15-trione
• SMILES (Canonical): CC1C2C(C3C(C1C(=O)O2)(C(=O)C=C4C3(C(C(=O)C=C4C)O)C)C)O
• SMILES (Isomeric): C[C@@H]1[C@H]2[C@H]([C@@H]3[C@@]([C@@H]1C(=O)O2)(C(=O)C=C4[C@]3([C@H](C(=O)C=C4C)O)C)C)O
• InChI: InChI=1S/C19H22O6/c1-7-5-10(20)16(23)18(3)9(7)6-11(21)19(4)12-8(2)14(25-17(12)24)13(22)15(18)19/h5-6,8,12-16,22-23H,1-4H3/t8-,12-,13+,14-,15-,16-,18+,19+/m0/s1
• InChI Key: PKCDREAJEQQORV-MUWLIOEWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₆
• Molecular Weight: 346.40 g/mol
• Exact Mass: 346.14163842 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.57
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9864	98.64%
Caco-2	-	0.7888	78.88%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7246	72.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8537	85.37%
OATP1B3 inhibitior	+	0.9286	92.86%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8699	86.99%
P-glycoprotein inhibitior	-	0.7774	77.74%
P-glycoprotein substrate	-	0.6863	68.63%
CYP3A4 substrate	+	0.6155	61.55%
CYP2C9 substrate	-	0.7828	78.28%
CYP2D6 substrate	-	0.8976	89.76%
CYP3A4 inhibition	-	0.8254	82.54%
CYP2C9 inhibition	-	0.8459	84.59%
CYP2C19 inhibition	-	0.9115	91.15%
CYP2D6 inhibition	-	0.9211	92.11%
CYP1A2 inhibition	-	0.7029	70.29%
CYP2C8 inhibition	-	0.8329	83.29%
CYP inhibitory promiscuity	-	0.6721	67.21%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9543	95.43%
Carcinogenicity (trinary)	Danger	0.5326	53.26%
Eye corrosion	-	0.9774	97.74%
Eye irritation	-	0.9026	90.26%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9116	91.16%
Ames mutagenesis	-	0.5970	59.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6300	63.00%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	+	0.5815	58.15%
skin sensitisation	-	0.7119	71.19%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.6641	66.41%
Acute Oral Toxicity (c)	III	0.5250	52.50%
Estrogen receptor binding	+	0.7736	77.36%
Androgen receptor binding	+	0.6263	62.63%
Thyroid receptor binding	-	0.5084	50.84%
Glucocorticoid receptor binding	+	0.5733	57.33%
Aromatase binding	-	0.6279	62.79%
PPAR gamma	-	0.5898	58.98%
Honey bee toxicity	-	0.8287	82.87%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9722	97.22%

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	94.78%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.77%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.87%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.66%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.75%	99.23%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	85.26%	86.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.75%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.56%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.97%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	80.52%	94.73%

Plants that contains it

• Eurycoma longifolia

Cross-Links

• PubChem: 162939829
• LOTUS: LTS0173448
• wikiData: Q105210307