3beta-Hydroxyisopimaric acid

Details

• Internal ID: 85cad90c-9ebf-4747-9581-2a7586113af4
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids
• IUPAC Name: (1S,2S,4aR,4bS,7S,10aR)-7-ethenyl-2-hydroxy-1,4a,7-trimethyl-3,4,4b,5,6,8,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid
• SMILES (Canonical): CC1(CCC2C(=CCC3C2(CCC(C3(C)C(=O)O)O)C)C1)C=C
• SMILES (Isomeric): C[C@@]1(CC[C@H]2C(=CC[C@@H]3[C@@]2(CC[C@@H]([C@@]3(C)C(=O)O)O)C)C1)C=C
• InChI: InChI=1S/C20H30O3/c1-5-18(2)10-8-14-13(12-18)6-7-15-19(14,3)11-9-16(21)20(15,4)17(22)23/h5-6,14-16,21H,1,7-12H2,2-4H3,(H,22,23)/t14-,15+,16-,18-,19+,20-/m0/s1
• InChI Key: YBMBNIGMAOBBDE-AEVHBADWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.18
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9922	99.22%
Caco-2	+	0.8124	81.24%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7119	71.19%
OATP2B1 inhibitior	-	0.8635	86.35%
OATP1B1 inhibitior	+	0.9197	91.97%
OATP1B3 inhibitior	-	0.2334	23.34%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	+	0.5782	57.82%
P-glycoprotein inhibitior	-	0.8392	83.92%
P-glycoprotein substrate	-	0.8265	82.65%
CYP3A4 substrate	+	0.6199	61.99%
CYP2C9 substrate	-	0.8404	84.04%
CYP2D6 substrate	-	0.8509	85.09%
CYP3A4 inhibition	-	0.8024	80.24%
CYP2C9 inhibition	-	0.7999	79.99%
CYP2C19 inhibition	-	0.8367	83.67%
CYP2D6 inhibition	-	0.9497	94.97%
CYP1A2 inhibition	-	0.8535	85.35%
CYP2C8 inhibition	-	0.7382	73.82%
CYP inhibitory promiscuity	-	0.9291	92.91%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5570	55.70%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9174	91.74%
Skin irritation	+	0.6250	62.50%
Skin corrosion	-	0.9389	93.89%
Ames mutagenesis	-	0.8554	85.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6974	69.74%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5459	54.59%
skin sensitisation	-	0.6580	65.80%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.4532	45.32%
Acute Oral Toxicity (c)	I	0.5443	54.43%
Estrogen receptor binding	+	0.6159	61.59%
Androgen receptor binding	+	0.6062	60.62%
Thyroid receptor binding	+	0.7567	75.67%
Glucocorticoid receptor binding	+	0.8363	83.63%
Aromatase binding	-	0.4916	49.16%
PPAR gamma	+	0.5325	53.25%
Honey bee toxicity	-	0.8916	89.16%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9956	99.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	97.78%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.18%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.10%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.27%	94.45%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	86.10%	95.52%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.83%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.45%	100.00%
CHEMBL5028	O14672	ADAM10	83.14%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.12%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.64%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.26%	93.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.88%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.83%	91.07%

Plants that contains it

• Aglaia meridionalis
• Allium ursinum
• Ammi majus
• Arcangelisia gusanlung
• Artemisia schmidtiana
• Brickellia pendula
• Citrus deliciosa
• Cladanthus scariosus
• Cleidion brevipetiolatum
• Copaifera paupera
• Crotalaria spectabilis
• Endosamara racemosa
• Entandrophragma cylindricum
• Escallonia virgata
• Ficus maxima
• Gleichenia polypodioides
• Hesperocyparis nevadensis
• Jacobaea erratica
• Juniperus thurifera
• Lathyrus linifolius
• Leptospermum scoparium
• Magnolia acuminata
• Onoclea struthiopteris
• Ophioglossum vulgatum
• Plectranthus amboinicus
• Plumbago europaea
• Reissantia indica
• Rhodanthe stricta
• Salvia greggii
• Simmondsia chinensis
• Tabebuia rosea
• Tanacetum santolina
• Timonius kaniensis

Cross-Links

• PubChem: 102193489
• NPASS: NPC223064
• LOTUS: LTS0183116
• wikiData: Q105345915