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

Details

• Internal ID: c8924c39-7b69-4f90-b5c8-55a89b415551
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones
• IUPAC Name: (1R,2S,8R,9R,10S,11S,12S,13S,16S)-8,9,12-trihydroxy-2,6,10,16-tetramethyl-14-oxatetracyclo[11.2.1.02,11.05,10]hexadeca-4,6-diene-3,15-dione
• SMILES (Canonical): CC1C2C(C3C(C1C(=O)O2)(C(=O)C=C4C3(C(C(C=C4C)O)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@@H](C=C4C)O)O)C)C)O
• InChI: InChI=1S/C19H24O6/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/h5-6,8,10,12-16,20,22-23H,1-4H3/t8-,10+,12-,13+,14-,15-,16-,18+,19+/m0/s1
• InChI Key: GAVAUJBDPWVDRK-QIMUOAJRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₆
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.15728848 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): 0.36
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9763	97.63%
Caco-2	-	0.7799	77.99%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7168	71.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8544	85.44%
OATP1B3 inhibitior	+	0.9397	93.97%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8294	82.94%
P-glycoprotein inhibitior	-	0.8126	81.26%
P-glycoprotein substrate	-	0.7029	70.29%
CYP3A4 substrate	+	0.6192	61.92%
CYP2C9 substrate	-	0.7872	78.72%
CYP2D6 substrate	-	0.8858	88.58%
CYP3A4 inhibition	-	0.8028	80.28%
CYP2C9 inhibition	-	0.8275	82.75%
CYP2C19 inhibition	-	0.8783	87.83%
CYP2D6 inhibition	-	0.9172	91.72%
CYP1A2 inhibition	-	0.7153	71.53%
CYP2C8 inhibition	-	0.8476	84.76%
CYP inhibitory promiscuity	-	0.7591	75.91%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9343	93.43%
Carcinogenicity (trinary)	Danger	0.4836	48.36%
Eye corrosion	-	0.9792	97.92%
Eye irritation	-	0.9050	90.50%
Skin irritation	-	0.5298	52.98%
Skin corrosion	-	0.9028	90.28%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6261	62.61%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	-	0.5541	55.41%
skin sensitisation	-	0.7283	72.83%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.6716	67.16%
Acute Oral Toxicity (c)	III	0.4925	49.25%
Estrogen receptor binding	+	0.6712	67.12%
Androgen receptor binding	+	0.6051	60.51%
Thyroid receptor binding	-	0.5103	51.03%
Glucocorticoid receptor binding	-	0.5111	51.11%
Aromatase binding	-	0.5841	58.41%
PPAR gamma	-	0.5664	56.64%
Honey bee toxicity	-	0.7882	78.82%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9761	97.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.79%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.18%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.82%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.99%	99.23%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	88.16%	86.00%
CHEMBL2581	P07339	Cathepsin D	86.92%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.85%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.82%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.22%	100.00%

Plants that contains it

• Eurycoma longifolia

Cross-Links

• PubChem: 162945137
• LOTUS: LTS0010032
• wikiData: Q105005660