(1R,2S,6R,8S,9S,10R,11S,12S,13S,14S,17S)-9,10,13-trihydroxy-2,6,11,17-tetramethyl-7,15-dioxapentacyclo[12.2.1.02,12.05,11.06,8]heptadec-4-ene-3,16-dione

Details

• Internal ID: f2776655-53f0-4767-82ab-c124bb6d708a
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones
• IUPAC Name: (1R,2S,6R,8S,9S,10R,11S,12S,13S,14S,17S)-9,10,13-trihydroxy-2,6,11,17-tetramethyl-7,15-dioxapentacyclo[12.2.1.02,12.05,11.06,8]heptadec-4-ene-3,16-dione
• SMILES (Canonical): CC1C2C(C3C(C1C(=O)O2)(C(=O)C=C4C3(C(C(C5C4(O5)C)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@H]5[C@@]4(O5)C)O)O)C)C)O
• InChI: InChI=1S/C19H24O7/c1-6-9-16(24)25-12(6)10(21)13-17(2)7(5-8(20)18(9,13)3)19(4)15(26-19)11(22)14(17)23/h5-6,9-15,21-23H,1-4H3/t6-,9-,10+,11-,12-,13-,14-,15-,17+,18+,19+/m0/s1
• InChI Key: IUIVRLHBHXFXOU-ADPKDYGPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₇
• Molecular Weight: 364.40 g/mol
• Exact Mass: 364.15220310 g/mol
• Topological Polar Surface Area (TPSA): 117.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -0.43
• H-Bond Acceptor: 7
• 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	+	0.9698	96.98%
Caco-2	-	0.7745	77.45%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7045	70.45%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8825	88.25%
OATP1B3 inhibitior	+	0.9426	94.26%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7880	78.80%
P-glycoprotein inhibitior	-	0.7423	74.23%
P-glycoprotein substrate	-	0.7012	70.12%
CYP3A4 substrate	+	0.6102	61.02%
CYP2C9 substrate	-	0.7940	79.40%
CYP2D6 substrate	-	0.8825	88.25%
CYP3A4 inhibition	-	0.8376	83.76%
CYP2C9 inhibition	-	0.8656	86.56%
CYP2C19 inhibition	-	0.8732	87.32%
CYP2D6 inhibition	-	0.9412	94.12%
CYP1A2 inhibition	-	0.8583	85.83%
CYP2C8 inhibition	-	0.8644	86.44%
CYP inhibitory promiscuity	-	0.8233	82.33%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9343	93.43%
Carcinogenicity (trinary)	Danger	0.5648	56.48%
Eye corrosion	-	0.9793	97.93%
Eye irritation	-	0.9517	95.17%
Skin irritation	-	0.5755	57.55%
Skin corrosion	-	0.9005	90.05%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6111	61.11%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	+	0.5334	53.34%
skin sensitisation	-	0.7404	74.04%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.7954	79.54%
Acute Oral Toxicity (c)	III	0.3639	36.39%
Estrogen receptor binding	+	0.7340	73.40%
Androgen receptor binding	+	0.6459	64.59%
Thyroid receptor binding	+	0.5847	58.47%
Glucocorticoid receptor binding	-	0.4668	46.68%
Aromatase binding	-	0.5126	51.26%
PPAR gamma	+	0.5294	52.94%
Honey bee toxicity	-	0.8051	80.51%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9674	96.74%

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	96.39%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.70%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.22%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.57%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.24%	99.23%
CHEMBL2581	P07339	Cathepsin D	85.11%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.34%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.80%	100.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.99%	86.00%

Plants that contains it

• Eurycoma longifolia

Cross-Links

• PubChem: 162845987
• LOTUS: LTS0254360
• wikiData: Q105120602