Longirabdolide C

Details

• Internal ID: beebd607-03b3-4e67-824c-b03128468288
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (1S,4S,6S,8R,9R,12S,13S,14R,16S)-6,9,14-trihydroxy-7,7-dimethyl-17-methylidene-3,10-dioxapentacyclo[14.2.1.01,13.04,12.08,12]nonadecane-2,18-dione
• SMILES (Canonical): CC1(C(CC2C3(C1C(OC3)O)C4C(CC5CC4(C(=O)C5=C)C(=O)O2)O)O)C
• SMILES (Isomeric): CC1([C@H](C[C@H]2[C@]3([C@@H]1[C@@H](OC3)O)[C@@H]4[C@@H](C[C@@H]5C[C@]4(C(=O)C5=C)C(=O)O2)O)O)C
• InChI: InChI=1S/C20H26O7/c1-8-9-4-10(21)13-19(6-9,15(8)23)17(25)27-12-5-11(22)18(2,3)14-16(24)26-7-20(12,13)14/h9-14,16,21-22,24H,1,4-7H2,2-3H3/t9-,10-,11+,12+,13-,14-,16-,19+,20+/m1/s1
• InChI Key: DOCCUZZGOVNQFS-YRJJVJJZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₇
• Molecular Weight: 378.40 g/mol
• Exact Mass: 378.16785316 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.17
• 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	+	0.9767	97.67%
Caco-2	-	0.6795	67.95%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8172	81.72%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8535	85.35%
OATP1B3 inhibitior	+	0.9430	94.30%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9114	91.14%
BSEP inhibitior	-	0.7636	76.36%
P-glycoprotein inhibitior	-	0.7710	77.10%
P-glycoprotein substrate	-	0.5556	55.56%
CYP3A4 substrate	+	0.6577	65.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8571	85.71%
CYP3A4 inhibition	-	0.7982	79.82%
CYP2C9 inhibition	-	0.8534	85.34%
CYP2C19 inhibition	-	0.8913	89.13%
CYP2D6 inhibition	-	0.9326	93.26%
CYP1A2 inhibition	-	0.9033	90.33%
CYP2C8 inhibition	-	0.7176	71.76%
CYP inhibitory promiscuity	-	0.9470	94.70%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5832	58.32%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.9184	91.84%
Skin irritation	-	0.6037	60.37%
Skin corrosion	-	0.9145	91.45%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6294	62.94%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.7660	76.60%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.7934	79.34%
Acute Oral Toxicity (c)	I	0.4494	44.94%
Estrogen receptor binding	+	0.8473	84.73%
Androgen receptor binding	+	0.6468	64.68%
Thyroid receptor binding	+	0.6003	60.03%
Glucocorticoid receptor binding	+	0.7591	75.91%
Aromatase binding	+	0.6585	65.85%
PPAR gamma	+	0.5720	57.20%
Honey bee toxicity	-	0.7089	70.89%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9922	99.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	91.99%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.65%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.10%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.90%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.09%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.43%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	87.05%	94.75%
CHEMBL226	P30542	Adenosine A1 receptor	84.98%	95.93%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.63%	96.38%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.57%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.61%	100.00%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.83%	90.24%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.98%	82.69%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.87%	85.11%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.48%	95.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.00%	97.14%

Plants that contains it

• Arctotheca calendula
• Crotalaria laburnifolia
• Danae racemosa
• Daphniphyllum calycinum
• Elaeagnus angustifolia
• Isodon longitubus
• Isodon sculponeatus
• Isodon serra
• Melampodium argophyllum
• Ozothamnus obcordatus
• Quercus robur
• Salsola arbuscula

Cross-Links

• PubChem: 101670648
• NPASS: NPC21314
• LOTUS: LTS0068455
• wikiData: Q104985910